OpenSSLtool(1) OpenSSL OpenSSLtool(1)
openssl - OpenSSL command line tool
openssl command [ command_opts ] [ command_args ] openssl [ list-standard-commands | list-message-digest- commands | list-cipher-commands ] openssl no-XXX [ arbitrary options ]
OpenSSL is a cryptography toolkit implementing the Secure Sockets Layer (SSL v2/v3) and Transport Layer Security (TLS v1) network protocols and related cryptography standards required by them. The openssl program is a command line tool for using the various cryptography functions of OpenSSL's crypto library from the shell. It can be used for o Creation of RSA, DH and DSA key parameters o Creation of X.509 certificates, CSRs and CRLs o Calculation of Message Digests o Encryption and Decryption with Ciphers o SSL/TLS Client and Server Tests o Handling of S/MIME signed or encrypted mail
The openssl program provides a rich variety of commands (command in the SYNOPSIS above), each of which often has a wealth of options and arguments (command_opts and command_args in the SYNOPSIS). The pseudo-commands list-standard-commands, list-message- digest-commands, and list-cipher-commands output a list (one entry per line) of the names of all standard commands, mes- sage digest commands, or cipher commands, respectively, that are available in the present openssl utility. The pseudo-command no-XXX tests whether a command of the specified name is available. If no command named XXX exists, it returns 0 (success) and prints no-XXX; otherwise it returns 1 and prints XXX. In both cases, the output goes to stdout and nothing is printed to stderr. Additional com- mand line arguments are always ignored. Since for each cipher there is a command of the same name, this provides an easy way for shell scripts to test for the availability of ciphers in the openssl program. (no-XXX is not able to detect pseudo-commands such as quit, list-...-commands, or no-XXX itself.) MirBSD #10-current 2022-12-23 1 OpenSSLtool(1) OpenSSL OpenSSLtool(1) STANDARD COMMANDS asn1octetstream Provides encryption in PEM format, as used by vnconfig(8). asn1parse Parse an ASN.1 sequence. ca Certificate Authority (CA) Management. ciphers Cipher Suite Description Determination. crl Certificate Revocation List (CRL) Management. crl2pkcs7 CRL to PKCS#7 Conversion. dgst Message Digest Calculation. dh Diffie-Hellman Parameter Management. Obsoleted by dhparam. dsa DSA Data Management. dsaparam DSA Parameter Generation. enc Encoding with Ciphers. errstr Error Number to Error String Conversion. dhparam Generation and Management of Diffie-Hellman Param- eters. gendh Generation of Diffie-Hellman Parameters. Obsoleted by dhparam. gendsa Generation of DSA Parameters. genrsa Generation of RSA Parameters. ocsp Online Certificate Status Protocol utility. passwd Generation of hashed passwords. pkcs12 PKCS#12 Data Management. pkcs7 PKCS#7 Data Management. rand Generate pseudo-random bytes. req X.509 Certificate Signing Request (CSR) Manage- ment. MirBSD #10-current 2022-12-23 2 OpenSSLtool(1) OpenSSL OpenSSLtool(1) rsa RSA Data Management. rsautl RSA utility for signing, verification, encryption, and decryption. s_client This implements a generic SSL/TLS client which can establish a transparent connection to a remote server speaking SSL/TLS. It's intended for testing purposes only and provides only rudimentary inter- face functionality but internally uses mostly all functionality of the OpenSSL ssl library. s_server This implements a generic SSL/TLS server which accepts connections from remote clients speaking SSL/TLS. It's intended for testing purposes only and provides only rudimentary interface func- tionality but internally uses mostly all func- tionality of the OpenSSL ssl library. It provides both an own command line oriented protocol for testing SSL functions and a simple HTTP response facility to emulate an SSL/TLS-aware webserver. s_time SSL Connection Timer. sess_id SSL Session Data Management. smime S/MIME mail processing. speed Algorithm Speed Measurement. verify X.509 Certificate Verification. version OpenSSL Version Information. x509 X.509 Certificate Data Management. MESSAGE DIGEST COMMANDS md2 MD2 Digest md5 MD5 Digest rmd160 RMD-160 Digest sha SHA Digest sha1 SHA-1 Digest sha224 SHA-224 Digest sha256 SHA-256 Digest MirBSD #10-current 2022-12-23 3 OpenSSLtool(1) OpenSSL OpenSSLtool(1) sha384 SHA-384 Digest sha512 SHA-512 Digest ENCODING AND CIPHER COMMANDS base64 Base64 Encoding bf bf-cbc bf-cfb bf-ecb bf-ofb Blowfish Cipher cast cast-cbc CAST Cipher cast5-cbc cast5-cfb cast5-ecb cast5-ofb CAST5 Cipher des des-cbc des-cfb des-ecb des-ede des-ede-cbc des-ede- cfb des- ede-ofb des-ofb DES Cipher des3 desx des-ede3 des-ede3-cbc des-ede3-cfb des-ede3-ofb Triple-DES Cipher rc2 rc2-cbc rc2-cfb rc2-ecb rc2-ofb RC2 Cipher rc4 RC4 Cipher
Several commands accept password arguments, typically using -passin and -passout for input and output passwords respec- tively. These allow the password to be obtained from a variety of sources. Both of these options take a single argument whose format is described below. If no password argument is given and a password is required then the user is prompted to enter one: this will typically be read from the current terminal with echoing turned off. pass:password the actual password is password. Since the pass- word is visible to utilities (like 'ps' under Unix) this form should only be used where security is not important. env:var obtain the password from the environment variable var. Since the environment of other processes is visible on certain platforms (e.g. ps under cer- tain Unix OSes) this option should be used with caution. file:pathname MirBSD #10-current 2022-12-23 4 OpenSSLtool(1) OpenSSL OpenSSLtool(1) the first line of pathname is the password. If the same pathname argument is supplied to -passin and -passout arguments then the first line will be used for the input password and the next line for the output password. pathname need not refer to a regular file: it could for example refer to a dev- ice or named pipe. fd:number read the password from the file descriptor number. This can be used to send the data via a pipe for example. stdin read the password from standard input.
asn1parse(1), ca(1), config(5), crl(1), crl2pkcs7(1), dgst(1), dhparam(1), dsa(1), dsaparam(1), enc(1), gendsa(1), genrsa(1), nseq(1), openssl(1), passwd(1), pkcs12(1), pkcs7(1), pkcs8(1), rand(1), req(1), rsa(1), rsautl(1), s_client(1), s_server(1), s_time(1), smime(1), spkac(1), verify(1), version(1), x509(1), crypto(3), ssl(3)
The openssl(1) document appeared in OpenSSL 0.9.2. The list-XXX-commands pseudo-commands were added in OpenSSL 0.9.3; the no-XXX pseudo-commands were added in OpenSSL 0.9.5a. For notes on the availability of other commands, see their individual manual pages.
asn1octetstream - ASN.1 octet stream PEM encryption tool
openssl asn1octetstream [-in filename] [-passin arg] [-out filename] [-passout arg] [-e] [-d] [-<algo>]
The asn1octetstream command encapsulates arbitrary binary data in ASN.1 octet strings and stores them, optionally (usually) encrypted, in PEM format. It also handles conver- sion of the PEM encoding, such as changing the passphrase and crypto type.
-<algo> If writing PEM output, write it in a symmetrically encrypted manner, with algo as cryptographic algorithm. This option is highly recommended. See the list-cipher- commands command for a list of valid ciphers. -d Instead of writing a PEM encoded ASN.1 octet string to the output stream, write the binary data content of it. MirBSD #10-current 2022-12-23 5 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -e Instead of expecting a PEM encoded ASN.1 octet string on the input stream, read arbitrary binary data (up to 2 GiB - 1 Byte) and encapsulate it into an ASN.1 octet stream for further processing. -in filename the input file, default is standard input -out filename output file to place the DER encoded data into. If this option is not present then no data will be output. This is most useful when combined with the -strparse option.
The PEM encapsulation format uses the header and footer lines: -----BEGIN ASN1 OCTET STRING----- -----END ASN1 OCTET STRING----- This format is a MirBSD extension. The MirOS Project hopes this will some day be integrated into stock OpenSSL.
asn1parse - ASN.1 parsing tool
openssl asn1parse [-inform PEM|DER] [-in filename] [-out filename] [-noout] [-offset number] [-length number] [-i] [-oid filename] [-strparse offset]
The asn1parse command is a diagnostic utility that can parse ASN.1 structures. It can also be used to extract data from ASN.1 formatted data.
-inform DER|PEM the input format. DER is binary format and PEM (the default) is base64 encoded. -in filename the input file, default is standard input -out filename output file to place the DER encoded data into. If this option is not present then no data will be output. This is most useful when combined with the -strparse option. -noout don't output the parsed version of the input file. MirBSD #10-current 2022-12-23 6 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -offset number starting offset to begin parsing, default is start of file. -length number number of bytes to parse, default is until end of file. -i indents the output according to the "depth" of the structures. -oid filename a file containing additional OBJECT IDENTIFIERs (OIDs). The format of this file is described in the NOTES sec- tion below. -strparse offset parse the contents octets of the ASN.1 object starting at offset. This option can be used multiple times to "drill down" into a nested structure. OUTPUT The output will typically contain lines like this: 0:d=0 hl=4 l= 681 cons: SEQUENCE ..... 229:d=3 hl=3 l= 141 prim: BIT STRING 373:d=2 hl=3 l= 162 cons: cont [ 3 ] 376:d=3 hl=3 l= 159 cons: SEQUENCE 379:d=4 hl=2 l= 29 cons: SEQUENCE 381:d=5 hl=2 l= 3 prim: OBJECT :X509v3 Subject Key Identifier 386:d=5 hl=2 l= 22 prim: OCTET STRING 410:d=4 hl=2 l= 112 cons: SEQUENCE 412:d=5 hl=2 l= 3 prim: OBJECT :X509v3 Authority Key Identifier 417:d=5 hl=2 l= 105 prim: OCTET STRING 524:d=4 hl=2 l= 12 cons: SEQUENCE ..... This example is part of a self signed certificate. Each line starts with the offset in decimal. d=XX specifies the current depth. The depth is increased within the scope of any SET or SEQUENCE. hl=XX gives the header length (tag and length octets) of the current type. l=XX gives the length of the contents octets. The -i option can be used to make the output more readable. Some knowledge of the ASN.1 structure is needed to interpret the output. MirBSD #10-current 2022-12-23 7 OpenSSLtool(1) OpenSSL OpenSSLtool(1) In this example the BIT STRING at offset 229 is the certifi- cate public key. The contents octets of this will contain the public key information. This can be examined using the option -strparse 229 to yield: 0:d=0 hl=3 l= 137 cons: SEQUENCE 3:d=1 hl=3 l= 129 prim: INTEGER :E5D21E1F5C8D208EA7A2166C7FAF9F6BDF2059669C60876DDB70840F1A5AAFA59699FE471F379F1DD6A487E7D5409AB6A88D4A9746E24B91D8CF55DB3521015460C8EDE44EE8A4189F7A7BE77D6CD3A9AF2696F486855CF58BF0EDF2B4068058C7A947F52548DDF7E15E96B385F86422BEA9064A3EE9E1158A56E4A6F47E5897 135:d=1 hl=2 l= 3 prim: INTEGER :010001
If an OID is not part of OpenSSL's internal table it will be represented in numerical form (for example 1.2.3.4). The file passed to the -oid option allows additional OIDs to be included. Each line consists of three columns, the first column is the OID in numerical format and should be followed by white space. The second column is the "short name" which is a single word followed by white space. The final column is the rest of the line and is the "long name". asn1parse displays the long name. Example: "1.2.3.4 shortName A long name"
There should be options to change the format of output lines. The output of some ASN.1 types is not well handled (if at all).
ca - sample minimal CA application
openssl ca [-verbose] [-config filename] [-name section] [-gencrl] [-revoke file] [-crl_reason reason] [-crl_hold instruction] [-crl_compromise time] [-crl_CA_compromise time] [-subj arg] [-crldays days] [-crlhours hours] [-crlexts section] [-startdate date] [-enddate date] [-days arg] [-md arg] [-policy arg] [-keyfile arg] [-key arg] [-passin arg] [-cert file] [-in file] [-out file] [-notext] [-outdir dir] [-infiles] [-spkac file] [-ss_cert file] [-preserveDN] [-noemailDN] [-batch] [-msie_hack] [-exten- sions section] [-extfile section] [-engine id]
The ca command is a minimal CA application. It can be used to sign certificate requests in a variety of forms and gen- erate CRLs it also maintains a text database of issued cer- tificates and their status. The options descriptions will be divided into each purpose.
-config filename MirBSD #10-current 2022-12-23 8 OpenSSLtool(1) OpenSSL OpenSSLtool(1) specifies the configuration file to use. -name section specifies the configuration file section to use (over- rides default_ca in the ca section). -in filename an input filename containing a single certificate request to be signed by the CA. -ss_cert filename a single self signed certificate to be signed by the CA. -spkac filename a file containing a single Netscape signed public key and challenge and additional field values to be signed by the CA. See the SPKAC FORMAT section for information on the required format. -infiles if present this should be the last option, all subse- quent arguments are assumed to the the names of files containing certificate requests. -out filename the output file to output certificates to. The default is standard output. The certificate details will also be printed out to this file. -outdir directory the directory to output certificates to. The certificate will be written to a filename consisting of the serial number in hex with ".pem" appended. -cert the CA certificate file. -keyfile filename the private key to sign requests with. -key password the password used to encrypt the private key. Since on some systems the command line arguments are visible (e.g. Unix with the 'ps' utility) this option should be used with caution. -passin arg the key password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -verbose MirBSD #10-current 2022-12-23 9 OpenSSLtool(1) OpenSSL OpenSSLtool(1) this prints extra details about the operations being performed. -notext don't output the text form of a certificate to the out- put file. -startdate date this allows the start date to be explicitly set. The format of the date is YYMMDDHHMMSSZ (the same as an ASN1 UTCTime structure). -enddate date this allows the expiry date to be explicitly set. The format of the date is YYMMDDHHMMSSZ (the same as an ASN1 UTCTime structure). -days arg the number of days to certify the certificate for. -md alg the message digest to use. Possible values include md5 and sha1. This option also applies to CRLs. -policy arg this option defines the CA "policy" to use. This is a section in the configuration file which decides which fields should be mandatory or match the CA certificate. Check out the POLICY FORMAT section for more informa- tion. -msie_hack this is a legacy option to make ca work with very old versions of the IE certificate enrollment control "cer- tenr3". It used UniversalStrings for almost everything. Since the old control has various security bugs its use is strongly discouraged. The newer control "Xenroll" does not need this option. -preserveDN Normally the DN order of a certificate is the same as the order of the fields in the relevant policy section. When this option is set the order is the same as the request. This is largely for compatibility with the older IE enrollment control which would only accept cer- tificates if their DNs match the order of the request. This is not needed for Xenroll. -noemailDN The DN of a certificate can contain the EMAIL field if present in the request DN, however it is good policy just having the e-mail set into the altName extension of MirBSD #10-current 2022-12-23 10 OpenSSLtool(1) OpenSSL OpenSSLtool(1) the certificate. When this option is set the EMAIL field is removed from the certificate' subject and set only in the, eventually present, extensions. The email_in_dn keyword can be used in the configuration file to enable this behaviour. -batch this sets the batch mode. In this mode no questions will be asked and all certificates will be certified automat- ically. -extensions section the section of the configuration file containing certi- ficate extensions to be added when a certificate is issued (defaults to x509_extensions unless the -extfile option is used). If no extension section is present then, a V1 certificate is created. If the extension sec- tion is present (even if it is empty), then a V3 certi- ficate is created. -extfile file an additional configuration file to read certificate extensions from (using the default section unless the -extensions option is also used). -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms.
-gencrl this option generates a CRL based on information in the index file. -crldays num the number of days before the next CRL is due. That is the days from now to place in the CRL nextUpdate field. -crlhours num the number of hours before the next CRL is due. -revoke filename a filename containing a certificate to revoke. -crl_reason reason revocation reason, where reason is one of: unspecified, keyCompromise, CACompromise, affiliationChanged, super- seded, cessationOfOperation, certificateHold or remo- veFromCRL. The matching of reason is case insensitive. MirBSD #10-current 2022-12-23 11 OpenSSLtool(1) OpenSSL OpenSSLtool(1) Setting any revocation reason will make the CRL v2. In practive removeFromCRL is not particularly useful because it is only used in delta CRLs which are not currently implemented. -crl_hold instruction This sets the CRL revocation reason code to certificate- Hold and the hold instruction to instruction which must be an OID. Although any OID can be used only holdIn- structionNone (the use of which is discouraged by RFC2459) holdInstructionCallIssuer or holdInstructionRe- ject will normally be used. -crl_compromise time This sets the revocation reason to keyCompromise and the compromise time to time. time should be in Generalized- Time format that is YYYYMMDDHHMMSSZ. -crl_CA_compromise time This is the same as crl_compromise except the revocation reason is set to CACompromise. -subj arg supersedes subject name given in the request. The arg must be formatted as /type0=value0/type1=value1/type2=..., characters may be escaped by \ (backslash), no spaces are skipped. -crlexts section the section of the configuration file containing CRL extensions to include. If no CRL extension section is present then a V1 CRL is created, if the CRL extension section is present (even if it is empty) then a V2 CRL is created. The CRL extensions specified are CRL exten- sions and not CRL entry extensions. It should be noted that some software (for example Netscape) can't handle V2 CRLs.
The section of the configuration file containing options for ca is found as follows: If the -name command line option is used, then it names the section to be used. Otherwise the section to be used must be named in the default_ca option of the ca section of the configuration file (or in the default section of the configuration file). Besides default_ca, the following options are read directly from the ca section: RANDFILE preserve msie_hack With the exception of RANDFILE, this is probably a bug and may change in future releases. MirBSD #10-current 2022-12-23 12 OpenSSLtool(1) OpenSSL OpenSSLtool(1) Many of the configuration file options are identical to com- mand line options. Where the option is present in the confi- guration file and the command line the command line value is used. Where an option is described as mandatory then it must be present in the configuration file or the command line equivalent (if any) used. oid_file This specifies a file containing additional OBJECT IDEN- TIFIERS. Each line of the file should consist of the numerical form of the object identifier followed by white space then the short name followed by white space and finally the long name. oid_section This specifies a section in the configuration file con- taining extra object identifiers. Each line should con- sist of the short name of the object identifier followed by = and the numerical form. The short and long names are the same when this option is used. new_certs_dir the same as the -outdir command line option. It speci- fies the directory where new certificates will be placed. Mandatory. certificate the same as -cert. It gives the file containing the CA certificate. Mandatory. private_key same as the -keyfile option. The file containing the CA private key. Mandatory. RANDFILE a file used to read and write random number seed infor- mation, or an EGD socket (see RAND_egd(3)). default_days the same as the -days option. The number of days to cer- tify a certificate for. default_startdate the same as the -startdate option. The start date to certify a certificate for. If not set the current time is used. default_enddate the same as the -enddate option. Either this option or default_days (or the command line equivalents) must be present. MirBSD #10-current 2022-12-23 13 OpenSSLtool(1) OpenSSL OpenSSLtool(1) default_crl_hours default_crl_days the same as the -crlhours and the -crldays options. These will only be used if neither command line option is present. At least one of these must be present to generate a CRL. default_md the same as the -md option. The message digest to use. Mandatory. database the text database file to use. Mandatory. This file must be present though initially it will be empty. serial a text file containing the next serial number to use in hex. Mandatory. This file must be present and contain a valid serial number. x509_extensions the same as -extensions. crl_extensions the same as -crlexts. preserve the same as -preserveDN email_in_dn the same as -noemailDN. If you want the EMAIL field to be removed from the DN of the certificate simply set this to 'no'. If not present the default is to allow for the EMAIL filed in the certificate's DN. msie_hack the same as -msie_hack policy the same as -policy. Mandatory. See the POLICY FORMAT section for more information. name_opt, cert_opt these options allow the format used to display the cer- tificate details when asking the user to confirm sign- ing. All the options supported by the x509 utilities -nameopt and -certopt switches can be used here, except the no_signame and no_sigdump are permanently set and cannot be disabled (this is because the certificate sig- nature cannot be displayed because the certificate has not been signed at this point). For convenience the values ca_default are accepted by MirBSD #10-current 2022-12-23 14 OpenSSLtool(1) OpenSSL OpenSSLtool(1) both to produce a reasonable output. If neither option is present the format used in earlier versions of OpenSSL is used. Use of the old format is strongly discouraged because it only displays fields mentioned in the policy section, mishandles multicharac- ter string types and does not display extensions. copy_extensions determines how extensions in certificate requests should be handled. If set to none or this option is not present then extensions are ignored and not copied to the certi- ficate. If set to copy then any extensions present in the request that are not already present are copied to the certificate. If set to copyall then all extensions in the request are copied to the certificate: if the extension is already present in the certificate it is deleted first. See the WARNINGS section before using this option. The main use of this option is to allow a certificate request to supply values for certain extensions such as subjectAltName.
The policy section consists of a set of variables corresponding to certificate DN fields. If the value is "match" then the field value must match the same field in the CA certificate. If the value is "supplied" then it must be present. If the value is "optional" then it may be present. Any fields not mentioned in the policy section are silently deleted, unless the -preserveDN option is set but this can be regarded more of a quirk than intended behaviour.
The input to the -spkac command line option is a Netscape signed public key and challenge. This will usually come from the KEYGEN tag in an HTML form to create a new private key. It is however possible to create SPKACs using the spkac utility. The file should contain the variable SPKAC set to the value of the SPKAC and also the required DN components as name value pairs. If you need to include the same component twice then it can be preceded by a number and a '.'.
Note: these examples assume that the ca directory structure is already set up and the relevant files already exist. This usually involves creating a CA certificate and private key with req, a serial number file and an empty index file and MirBSD #10-current 2022-12-23 15 OpenSSLtool(1) OpenSSL OpenSSLtool(1) placing them in the relevant directories. To use the sample configuration file below the directories demoCA, demoCA/private and demoCA/newcerts would be created. The CA certificate would be copied to demoCA/cacert.pem and its private key to demoCA/private/cakey.pem. A file demoCA/serial would be created containing for example "01" and the empty index file demoCA/index.txt. Sign a certificate request: openssl ca -in req.pem -out newcert.pem Sign a certificate request, using CA extensions: openssl ca -in req.pem -extensions v3_ca -out newcert.pem Generate a CRL openssl ca -gencrl -out crl.pem Sign several requests: openssl ca -infiles req1.pem req2.pem req3.pem Certify a Netscape SPKAC: openssl ca -spkac spkac.txt A sample SPKAC file (the SPKAC line has been truncated for clarity): SPKAC=MIG0MGAwXDANBgkqhkiG9w0BAQEFAANLADBIAkEAn7PDhCeV/xIxUg8V70YRxK2A5 CN=Steve Test emailAddress=steve@openssl.org 0.OU=OpenSSL Group 1.OU=Another Group A sample configuration file with the relevant sections for ca: [ ca ] default_ca = CA_default # The default ca section [ CA_default ] dir = ./demoCA # top dir database = $dir/index.txt # index file. new_certs_dir = $dir/newcerts # new certs dir MirBSD #10-current 2022-12-23 16 OpenSSLtool(1) OpenSSL OpenSSLtool(1) certificate = $dir/cacert.pem # The CA cert serial = $dir/serial # serial no file private_key = $dir/private/cakey.pem# CA private key RANDFILE = $dir/private/.rand # random number file default_days = 365 # how long to certify for default_crl_days= 30 # how long before next CRL default_md = md5 # md to use policy = policy_any # default policy email_in_dn = no # Don't add the email into cert DN name_opt = ca_default # Subject name display option cert_opt = ca_default # Certificate display option copy_extensions = none # Don't copy extensions from request [ policy_any ] countryName = supplied stateOrProvinceName = optional organizationName = optional organizationalUnitName = optional commonName = supplied emailAddress = optional
Note: the location of all files can change either by compile time options, configuration file entries, environment vari- ables or command line options. The values below reflect the default values. /usr/local/ssl/lib/openssl.cnf - master configuration file ./demoCA - main CA directory ./demoCA/cacert.pem - CA certificate ./demoCA/private/cakey.pem - CA private key ./demoCA/serial - CA serial number file ./demoCA/serial.old - CA serial number backup file ./demoCA/index.txt - CA text database file ./demoCA/index.txt.old - CA text database backup file ./demoCA/certs - certificate output file ./demoCA/.rnd - CA random seed information
OPENSSL_CONF reflects the location of master configuration file it can be overridden by the -config command line option.
The text database index file is a critical part of the pro- cess and if corrupted it can be difficult to fix. It is theoretically possible to rebuild the index file from all the issued certificates and a current CRL: however there is no option to do this. MirBSD #10-current 2022-12-23 17 OpenSSLtool(1) OpenSSL OpenSSLtool(1) V2 CRL features like delta CRL support and CRL numbers are not currently supported. Although several requests can be input and handled at once it is only possible to include one SPKAC or self signed cer- tificate.
The use of an in memory text database can cause problems when large numbers of certificates are present because, as the name implies the database has to be kept in memory. It is not possible to certify two certificates with the same DN: this is a side effect of how the text database is indexed and it cannot easily be fixed without introducing other problems. Some S/MIME clients can use two certificates with the same DN for separate signing and encryption keys. The ca command really needs rewriting or the required func- tionality exposed at either a command or interface level so a more friendly utility (perl script or GUI) can handle things properly. The scripts CA.sh and CA.pl help a little but not very much. Any fields in a request that are not present in a policy are silently deleted. This does not happen if the -preserveDN option is used. To enforce the absence of the EMAIL field within the DN, as suggested by RFCs, regardless the contents of the request' subject the -noemailDN option can be used. The behaviour should be more friendly and configurable. Cancelling some commands by refusing to certify a certifi- cate can create an empty file.
The ca command is quirky and at times downright unfriendly. The ca utility was originally meant as an example of how to do things in a CA. It was not supposed to be used as a full blown CA itself: nevertheless some people are using it for this purpose. The ca command is effectively a single user command: no locking is done on the various files and attempts to run more than one ca command on the same database can have unpredictable results. The copy_extensions option should be used with caution. If care is not taken then it can be a security risk. For exam- ple if a certificate request contains a basicConstraints extension with CA:TRUE and the copy_extensions value is set to copyall and the user does not spot this when the MirBSD #10-current 2022-12-23 18 OpenSSLtool(1) OpenSSL OpenSSLtool(1) certificate is displayed then this will hand the requestor a valid CA certificate. This situation can be avoided by setting copy_extensions to copy and including basicConstraints with CA:FALSE in the configuration file. Then if the request contains a basicCon- straints extension it will be ignored. It is advisable to also include values for other extensions such as keyUsage to prevent a request supplying its own values. Additional restrictions can be placed on the CA certificate itself. For example if the CA certificate has: basicConstraints = CA:TRUE, pathlen:0 then even if a certificate is issued with CA:TRUE it will not be valid.
req(1), spkac(1), x509(1), CA.pl(1), config(5)
ciphers - SSL cipher display and cipher list tool.
openssl ciphers [-v] [-ssl2] [-ssl3] [-tls1] [cipherlist]
The cipherlist command converts OpenSSL cipher lists into ordered SSL cipher preference lists. It can be used as a test tool to determine the appropriate cipherlist.
-v verbose option. List ciphers with a complete description of protocol version (SSLv2 or SSLv3; the latter includes TLS), key exchange, authentication, encryption and mac algorithms used along with any key size restrictions and whether the algorithm is classed as an "export" cipher. Note that without the -v option, ciphers may seem to appear twice in a cipher list; this is when similar ciphers are available for SSL v2 and for SSL v3/TLS v1. -ssl3 only include SSL v3 ciphers. -ssl2 only include SSL v2 ciphers. -tls1 only include TLS v1 ciphers. MirBSD #10-current 2022-12-23 19 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -h, -? print a brief usage message. cipherlist a cipher list to convert to a cipher preference list. If it is not included then the default cipher list will be used. The format is described below.
The cipher list consists of one or more cipher strings separated by colons. Commas or spaces are also acceptable separators but colons are normally used. The actual cipher string can take several different forms. It can consist of a single cipher suite such as RC4-SHA. It can represent a list of cipher suites containing a cer- tain algorithm, or cipher suites of a certain type. For example SHA1 represents all ciphers suites using the digest algorithm SHA1 and SSLv3 represents all SSL v3 algorithms. Lists of cipher suites can be combined in a single cipher string using the + character. This is used as a logical and operation. For example SHA1+DES represents all cipher suites containing the SHA1 and the DES algorithms. Each cipher string can be optionally preceded by the charac- ters !, - or +. If ! is used then the ciphers are permanently deleted from the list. The ciphers deleted can never reappear in the list even if they are explicitly stated. If - is used then the ciphers are deleted from the list, but some or all of the ciphers can be added again by later options. If + is used then the ciphers are moved to the end of the list. This option doesn't add any new ciphers it just moves matching existing ones. If none of these characters is present then the string is just interpreted as a list of ciphers to be appended to the current preference list. If the list includes any ciphers already present they will be ignored: that is they will not moved to the end of the list. Additionally the cipher string @STRENGTH can be used at any point to sort the current cipher list in order of encryption algorithm key length. MirBSD #10-current 2022-12-23 20 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
The following is a list of all permitted cipher strings and their meanings. DEFAULT the default cipher list. This is determined at compile time and is currently ALL:!aNULL:!eNULL:!EXP:@STRENGTH:+3DES:+kRSA:+RC4:-LOW. This must be the first cipher string specified. COMPLEMENTOFDEFAULT the ciphers included in ALL, but not enabled by default. Currently this is ADH. Note that this rule does not cover eNULL, which is not included by ALL (use COM- PLEMENTOFALL if necessary). ALL all ciphers suites except the eNULL ciphers which must be explicitly enabled. COMPLEMENTOFALL the cipher suites not enabled by ALL, currently being eNULL. HIGH "high" encryption cipher suites. This currently means those with key lengths larger than 128 bits, and some cipher suites with 128-bit keys. MEDIUM "medium" encryption cipher suites, currently some of those using 128 bit encryption. LOW "low" encryption cipher suites, currently those using 64 or 56 bit encryption algorithms but excluding export cipher suites. EXP, EXPORT export encryption algorithms. Including 40 and 56 bits algorithms. EXPORT40 40 bit export encryption algorithms EXPORT56 56 bit export encryption algorithms. eNULL, NULL the "NULL" ciphers that is those offering no encryption. Because these offer no encryption at all and are a secu- rity risk they are disabled unless explicitly included. aNULL MirBSD #10-current 2022-12-23 21 OpenSSLtool(1) OpenSSL OpenSSLtool(1) the cipher suites offering no authentication. This is currently the anonymous DH algorithms. These cipher suites are vulnerable to a "man in the middle" attack and so their use is normally discouraged. kRSA, RSA cipher suites using RSA key exchange. kEDH cipher suites using ephemeral DH key agreement. kDHr, kDHd cipher suites using DH key agreement and DH certificates signed by CAs with RSA and DSS keys respectively. Not implemented. aRSA cipher suites using RSA authentication, i.e. the certi- ficates carry RSA keys. aDSS, DSS cipher suites using DSS authentication, i.e. the certi- ficates carry DSS keys. aDH cipher suites effectively using DH authentication, i.e. the certificates carry DH keys. Not implemented. kFZA, aFZA, eFZA, FZA ciphers suites using FORTEZZA key exchange, authentica- tion, encryption or all FORTEZZA algorithms. Not imple- mented. TLSv1, SSLv3, SSLv2 TLS v1.0, SSL v3.0 or SSL v2.0 cipher suites respec- tively. DH cipher suites using DH, including anonymous DH. ADH anonymous DH cipher suites. AES cipher suites using AES. 3DES cipher suites using triple DES. DES cipher suites using DES (not triple DES). RC4 cipher suites using RC4. RC2 cipher suites using RC2. MD5 cipher suites using MD5. MirBSD #10-current 2022-12-23 22 OpenSSLtool(1) OpenSSL OpenSSLtool(1) SHA1, SHA cipher suites using SHA1.
The following lists give the SSL or TLS cipher suites names from the relevant specification and their OpenSSL equivalents. It should be noted, that several cipher suite names do not include the authentication used, e.g. DES-CBC3-SHA. In these cases, RSA authentication is used. SSL v3.0 cipher suites. SSL_RSA_WITH_NULL_MD5 NULL-MD5 SSL_RSA_WITH_NULL_SHA NULL-SHA SSL_RSA_EXPORT_WITH_RC4_40_MD5 EXP-RC4-MD5 SSL_RSA_WITH_RC4_128_MD5 RC4-MD5 SSL_RSA_WITH_RC4_128_SHA RC4-SHA SSL_RSA_EXPORT_WITH_RC2_CBC_40_MD5 EXP-RC2-CBC-MD5 SSL_RSA_EXPORT_WITH_DES40_CBC_SHA EXP-DES-CBC-SHA SSL_RSA_WITH_DES_CBC_SHA DES-CBC-SHA SSL_RSA_WITH_3DES_EDE_CBC_SHA DES-CBC3-SHA SSL_DH_DSS_EXPORT_WITH_DES40_CBC_SHA Not implemented. SSL_DH_DSS_WITH_DES_CBC_SHA Not implemented. SSL_DH_DSS_WITH_3DES_EDE_CBC_SHA Not implemented. SSL_DH_RSA_EXPORT_WITH_DES40_CBC_SHA Not implemented. SSL_DH_RSA_WITH_DES_CBC_SHA Not implemented. SSL_DH_RSA_WITH_3DES_EDE_CBC_SHA Not implemented. SSL_DHE_DSS_EXPORT_WITH_DES40_CBC_SHA EXP-EDH-DSS-DES-CBC-SHA SSL_DHE_DSS_WITH_DES_CBC_SHA EDH-DSS-CBC-SHA SSL_DHE_DSS_WITH_3DES_EDE_CBC_SHA EDH-DSS-DES-CBC3-SHA SSL_DHE_RSA_EXPORT_WITH_DES40_CBC_SHA EXP-EDH-RSA-DES-CBC-SHA SSL_DHE_RSA_WITH_DES_CBC_SHA EDH-RSA-DES-CBC-SHA SSL_DHE_RSA_WITH_3DES_EDE_CBC_SHA EDH-RSA-DES-CBC3-SHA SSL_DH_anon_EXPORT_WITH_RC4_40_MD5 EXP-ADH-RC4-MD5 SSL_DH_anon_WITH_RC4_128_MD5 ADH-RC4-MD5 SSL_DH_anon_EXPORT_WITH_DES40_CBC_SHA EXP-ADH-DES-CBC-SHA SSL_DH_anon_WITH_DES_CBC_SHA ADH-DES-CBC-SHA SSL_DH_anon_WITH_3DES_EDE_CBC_SHA ADH-DES-CBC3-SHA SSL_FORTEZZA_KEA_WITH_NULL_SHA Not implemented. SSL_FORTEZZA_KEA_WITH_FORTEZZA_CBC_SHA Not implemented. SSL_FORTEZZA_KEA_WITH_RC4_128_SHA Not implemented. TLS v1.0 cipher suites. MirBSD #10-current 2022-12-23 23 OpenSSLtool(1) OpenSSL OpenSSLtool(1) TLS_RSA_WITH_NULL_MD5 NULL-MD5 TLS_RSA_WITH_NULL_SHA NULL-SHA TLS_RSA_EXPORT_WITH_RC4_40_MD5 EXP-RC4-MD5 TLS_RSA_WITH_RC4_128_MD5 RC4-MD5 TLS_RSA_WITH_RC4_128_SHA RC4-SHA TLS_RSA_EXPORT_WITH_RC2_CBC_40_MD5 EXP-RC2-CBC-MD5 TLS_RSA_EXPORT_WITH_DES40_CBC_SHA EXP-DES-CBC-SHA TLS_RSA_WITH_DES_CBC_SHA DES-CBC-SHA TLS_RSA_WITH_3DES_EDE_CBC_SHA DES-CBC3-SHA TLS_DH_DSS_EXPORT_WITH_DES40_CBC_SHA Not implemented. TLS_DH_DSS_WITH_DES_CBC_SHA Not implemented. TLS_DH_DSS_WITH_3DES_EDE_CBC_SHA Not implemented. TLS_DH_RSA_EXPORT_WITH_DES40_CBC_SHA Not implemented. TLS_DH_RSA_WITH_DES_CBC_SHA Not implemented. TLS_DH_RSA_WITH_3DES_EDE_CBC_SHA Not implemented. TLS_DHE_DSS_EXPORT_WITH_DES40_CBC_SHA EXP-EDH-DSS-DES-CBC-SHA TLS_DHE_DSS_WITH_DES_CBC_SHA EDH-DSS-CBC-SHA TLS_DHE_DSS_WITH_3DES_EDE_CBC_SHA EDH-DSS-DES-CBC3-SHA TLS_DHE_RSA_EXPORT_WITH_DES40_CBC_SHA EXP-EDH-RSA-DES-CBC-SHA TLS_DHE_RSA_WITH_DES_CBC_SHA EDH-RSA-DES-CBC-SHA TLS_DHE_RSA_WITH_3DES_EDE_CBC_SHA EDH-RSA-DES-CBC3-SHA TLS_DH_anon_EXPORT_WITH_RC4_40_MD5 EXP-ADH-RC4-MD5 TLS_DH_anon_WITH_RC4_128_MD5 ADH-RC4-MD5 TLS_DH_anon_EXPORT_WITH_DES40_CBC_SHA EXP-ADH-DES-CBC-SHA TLS_DH_anon_WITH_DES_CBC_SHA ADH-DES-CBC-SHA TLS_DH_anon_WITH_3DES_EDE_CBC_SHA ADH-DES-CBC3-SHA AES ciphersuites from RFC3268, extending TLS v1.0 TLS_RSA_WITH_AES_128_CBC_SHA AES128-SHA TLS_RSA_WITH_AES_256_CBC_SHA AES256-SHA TLS_DH_DSS_WITH_AES_128_CBC_SHA DH-DSS-AES128-SHA TLS_DH_DSS_WITH_AES_256_CBC_SHA DH-DSS-AES256-SHA TLS_DH_RSA_WITH_AES_128_CBC_SHA DH-RSA-AES128-SHA TLS_DH_RSA_WITH_AES_256_CBC_SHA DH-RSA-AES256-SHA TLS_DHE_DSS_WITH_AES_128_CBC_SHA DHE-DSS-AES128-SHA TLS_DHE_DSS_WITH_AES_256_CBC_SHA DHE-DSS-AES256-SHA TLS_DHE_RSA_WITH_AES_128_CBC_SHA DHE-RSA-AES128-SHA TLS_DHE_RSA_WITH_AES_256_CBC_SHA DHE-RSA-AES256-SHA TLS_DH_anon_WITH_AES_128_CBC_SHA ADH-AES128-SHA TLS_DH_anon_WITH_AES_256_CBC_SHA ADH-AES256-SHA Additional Export 1024 and other cipher suites Note: these ciphers can also be used in SSL v3. MirBSD #10-current 2022-12-23 24 OpenSSLtool(1) OpenSSL OpenSSLtool(1) TLS_RSA_EXPORT1024_WITH_DES_CBC_SHA EXP1024-DES-CBC-SHA TLS_RSA_EXPORT1024_WITH_RC4_56_SHA EXP1024-RC4-SHA TLS_DHE_DSS_EXPORT1024_WITH_DES_CBC_SHA EXP1024-DHE-DSS-DES-CBC-SHA TLS_DHE_DSS_EXPORT1024_WITH_RC4_56_SHA EXP1024-DHE-DSS-RC4-SHA TLS_DHE_DSS_WITH_RC4_128_SHA DHE-DSS-RC4-SHA SSL v2.0 cipher suites. SSL_CK_RC4_128_WITH_MD5 RC4-MD5 SSL_CK_RC4_128_EXPORT40_WITH_MD5 EXP-RC4-MD5 SSL_CK_RC2_128_CBC_WITH_MD5 RC2-MD5 SSL_CK_RC2_128_CBC_EXPORT40_WITH_MD5 EXP-RC2-MD5 SSL_CK_DES_64_CBC_WITH_MD5 DES-CBC-MD5 SSL_CK_DES_192_EDE3_CBC_WITH_MD5 DES-CBC3-MD5
The non-ephemeral DH modes are currently unimplemented in OpenSSL because there is no support for DH certificates. Some compiled versions of OpenSSL may not include all the ciphers listed here because some ciphers were excluded at compile time.
Verbose listing of all OpenSSL ciphers including NULL ciphers: openssl ciphers -v 'ALL:eNULL' Include all ciphers except NULL and anonymous DH then sort by strength: openssl ciphers -v 'ALL:!ADH:@STRENGTH' Include only 3DES ciphers and then place RSA ciphers last: openssl ciphers -v '3DES:+RSA' Include all RC4 ciphers but leave out those without authen- tication: openssl ciphers -v 'RC4:!COMPLEMENTOFDEFAULT' Include all chiphers with RSA authentication but leave out ciphers without encryption. openssl ciphers -v 'RSA:!COMPLEMENTOFALL'
s_client(1), s_server(1), ssl(3) MirBSD #10-current 2022-12-23 25 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
The COMPLENTOFALL and COMPLEMENTOFDEFAULT selection options were added in version 0.9.7.
config - OpenSSL CONF library configuration files
The OpenSSL CONF library can be used to read configuration files. It is used for the OpenSSL master configuration file openssl.cnf and in a few other places like SPKAC files and certificate extension files for the x509 utility. OpenSSL applications can also use the CONF library for their own purposes. A configuration file is divided into a number of sections. Each section starts with a line [ section_name ] and ends when a new section is started or end of file is reached. A section name can consist of alphanumeric characters and underscores. The first section of a configuration file is special and is referred to as the default section this is usually unnamed and is from the start of file until the first named section. When a name is being looked up it is first looked up in a named section (if any) and then the default section. The environment is mapped onto a section called ENV. Comments can be included by preceding them with the # char- acter Each section in a configuration file consists of a number of name and value pairs of the form name=value The name string can contain any alphanumeric characters as well as a few punctuation symbols such as . , ; and _. The value string consists of the string following the = character until end of line with any leading and trailing white space removed. The value string undergoes variable expansion. This can be done by including the form $var or ${var}: this will substi- tute the value of the named variable in the current section. It is also possible to substitute a value from another sec- tion using the syntax $section::name or ${section::name}. By using the form $ENV::name environment variables can be sub- stituted. It is also possible to assign values to environ- ment variables by using the name ENV::name, this will work if the program looks up environment variables using the CONF library instead of calling getenv() directly. MirBSD #10-current 2022-12-23 26 OpenSSLtool(1) OpenSSL OpenSSLtool(1) It is possible to escape certain characters by using any kind of quote or the \ character. By making the last charac- ter of a line a \ a value string can be spread across multi- ple lines. In addition the sequences \n, \r, \b and \t are recognized.
In OpenSSL 0.9.7 and later applications can automatically configure certain aspects of OpenSSL using the master OpenSSL configuration file, or optionally an alternative configuration file. The openssl utility includes this func- tionality: any sub command uses the master OpenSSL confi- guration file unless an option is used in the sub command to use an alternative configuration file. To enable library configuration the default section needs to contain an appropriate line which points to the main confi- guration section. The default name is openssl_conf which is used by the openssl utility. Other applications may use an alternative name such as myapplicaton_conf. The configuration section should consist of a set of name value pairs which contain specific module configuration information. The name represents the name of the configura- tion module the meaning of the value is module specific: it may, for example, represent a further configuration section containing configuration module specific information. E.g. openssl_conf = openssl_init [openssl_init] oid_section = new_oids engines = engine_section [new_oids] ... new oids here ... [engine_section] ... engine stuff here ... Currently there are two configuration modules. One for ASN1 objects another for ENGINE configuration. ASN1 OBJECT CONFIGURATION MODULE This module has the name oid_section. The value of this variable points to a section containing name value pairs of OIDs: the name is the OID short and long name, the value is the numerical form of the OID. Although some of the openssl MirBSD #10-current 2022-12-23 27 OpenSSLtool(1) OpenSSL OpenSSLtool(1) utility sub commands already have their own ASN1 OBJECT sec- tion functionality not all do. By using the ASN1 OBJECT con- figuration module all the openssl utility sub commands can see the new objects as well as any compliant applications. For example: [new_oids] some_new_oid = 1.2.3.4 some_other_oid = 1.2.3.5 ENGINE CONFIGURATION MODULE This ENGINE configuration module has the name engines. The value of this variable points to a section containing further ENGINE configuration information. The section pointed to by engines is a table of engine names (though see engine_id below) and further sections containing configuration informations specific to each ENGINE. Each ENGINE specific section is used to set default algo- rithms, load dynamic, perform initialization and send ctrls. The actual operation performed depends on the command name which is the name of the name value pair. The currently sup- ported commands are listed below. For example: [engine_section] # Configure ENGINE named "foo" foo = foo_section # Configure ENGINE named "bar" bar = bar_section [foo_section] ... foo ENGINE specific commands ... [bar_section] ... "bar" ENGINE specific commands ... The command engine_id is used to give the ENGINE name. If used this command must be first. For example: [engine_section] # This would normally handle an ENGINE named "foo" foo = foo_section [foo_section] # Override default name and use "myfoo" instead. engine_id = myfoo MirBSD #10-current 2022-12-23 28 OpenSSLtool(1) OpenSSL OpenSSLtool(1) The command dynamic_path loads and adds an ENGINE from the given path. It is equivalent to sending the ctrls SO_PATH with the path argument followed by LIST_ADD with value 2 and LOAD to the dynamic ENGINE. If this is not the required behaviour then alternative ctrls can be sent directly to the dynamic ENGINE using ctrl commands. The command init determines whether to initialize the ENGINE. If the value is 0 the ENGINE will not be initial- ized, if 1 and attempt it made to initialized the ENGINE immediately. If the init command is not present then an attempt will be made to initialize the ENGINE after all com- mands in its section have been processed. The command default_algorithms sets the default algorithms an ENGINE will supply using the functions ENGINE_set_default_string() If the name matches none of the above command names it is assumed to be a ctrl command which is sent to the ENGINE. The value of the command is the argument to the ctrl com- mand. If the value is the string EMPTY then no value is sent to the command. For example: [engine_section] # Configure ENGINE named "foo" foo = foo_section [foo_section] # Load engine from DSO dynamic_path = /some/path/fooengine.so # A foo specific ctrl. some_ctrl = some_value # Another ctrl that doesn't take a value. other_ctrl = EMPTY # Supply all default algorithms default_algorithms = ALL
If a configuration file attempts to expand a variable that doesn't exist then an error is flagged and the file will not load. This can happen if an attempt is made to expand an environment variable that doesn't exist. For example in a previous version of OpenSSL the default OpenSSL master con- figuration file used the value of HOME which may not be defined on non Unix systems and would cause an error. This can be worked around by including a default section to provide a default value: then if the environment lookup MirBSD #10-current 2022-12-23 29 OpenSSLtool(1) OpenSSL OpenSSLtool(1) fails the default value will be used instead. For this to work properly the default value must be defined earlier in the configuration file than the expansion. See the EXAMPLES section for an example of how to do this. If the same variable exists in the same section then all but the last value will be silently ignored. In certain cir- cumstances such as with DNs the same field may occur multi- ple times. This is usually worked around by ignoring any characters before an initial . e.g. 1.OU="My first OU" 2.OU="My Second OU"
Here is a sample configuration file using some of the features mentioned above. # This is the default section. HOME=/temp RANDFILE= ${ENV::HOME}/.rnd configdir=$ENV::HOME/config [ section_one ] # We are now in section one. # Quotes permit leading and trailing whitespace any = " any variable name " other = A string that can \ cover several lines \ by including \\ characters message = Hello World\n [ section_two ] greeting = $section_one::message This next example shows how to expand environment variables safely. Suppose you want a variable called tmpfile to refer to a temporary filename. The directory it is placed in can deter- mined by the the TEMP or TMP environment variables but they may not be set to any value at all. If you just include the environment variable names and the variable doesn't exist then this will cause an error when an attempt is made to load the configuration file. By making use of the default section both values can be looked up with TEMP taking MirBSD #10-current 2022-12-23 30 OpenSSLtool(1) OpenSSL OpenSSLtool(1) priority and /tmp used if neither is defined: TMP=/tmp # The above value is used if TMP isn't in the environment TEMP=$ENV::TMP # The above value is used if TEMP isn't in the environment tmpfile=${ENV::TEMP}/tmp.filename
Currently there is no way to include characters using the octal \nnn form. Strings are all null terminated so nulls cannot form part of the value. The escaping isn't quite right: if you want to use sequences like \n you can't use any quote escaping on the same line. Files are loaded in a single pass. This means that an vari- able expansion will only work if the variables referenced are defined earlier in the file.
x509(1), req(1), ca(1)
crl - CRL utility
openssl crl [-inform PEM|DER] [-outform PEM|DER] [-text] [-in filename] [-out filename] [-noout] [-hash] [-issuer] [-lastupdate] [-nextupdate] [-CAfile file] [-CApath dir]
The crl command processes CRL files in DER or PEM format.
-inform DER|PEM This specifies the input format. DER format is DER encoded CRL structure. PEM (the default) is a base64 encoded version of the DER form with header and footer lines. -outform DER|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read from or stan- dard input if this option is not specified. -out filename specifies the output filename to write to or standard output by default. MirBSD #10-current 2022-12-23 31 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -text print out the CRL in text form. -noout don't output the encoded version of the CRL. -hash output a hash of the issuer name. This can be use to lookup CRLs in a directory by issuer name. -issuer output the issuer name. -lastupdate output the lastUpdate field. -nextupdate output the nextUpdate field. -CAfile file verify the signature on a CRL by looking up the issuing certificate in file -CApath dir verify the signature on a CRL by looking up the issuing certificate in dir. This directory must be a standard certificate directory: that is a hash of each subject name (using x509 -hash) should be linked to each certi- ficate.
The PEM CRL format uses the header and footer lines: -----BEGIN X509 CRL----- -----END X509 CRL-----
Convert a CRL file from PEM to DER: openssl crl -in crl.pem -outform DER -out crl.der Output the text form of a DER encoded certificate: openssl crl -in crl.der -text -noout
Ideally it should be possible to create a CRL using appropriate options and files too.
crl2pkcs7(1), ca(1), x509(1) MirBSD #10-current 2022-12-23 32 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
crl2pkcs7 - Create a PKCS#7 structure from a CRL and certi- ficates.
openssl crl2pkcs7 [-inform PEM|DER] [-outform PEM|DER] [-in filename] [-out filename] [-certfile filename] [-nocrl]
The crl2pkcs7 command takes an optional CRL and one or more certificates and converts them into a PKCS#7 degenerate "certificates only" structure.
-inform DER|PEM This specifies the CRL input format. DER format is DER encoded CRL structure.PEM (the default) is a base64 encoded version of the DER form with header and footer lines. -outform DER|PEM This specifies the PKCS#7 structure output format. DER format is DER encoded PKCS#7 structure.PEM (the default) is a base64 encoded version of the DER form with header and footer lines. -in filename This specifies the input filename to read a CRL from or standard input if this option is not specified. -out filename specifies the output filename to write the PKCS#7 struc- ture to or standard output by default. -certfile filename specifies a filename containing one or more certificates in PEM format. All certificates in the file will be added to the PKCS#7 structure. This option can be used more than once to read certificates form multiple files. -nocrl normally a CRL is included in the output file. With this option no CRL is included in the output file and a CRL is not read from the input file.
Create a PKCS#7 structure from a certificate and CRL: openssl crl2pkcs7 -in crl.pem -certfile cert.pem -out p7.pem Creates a PKCS#7 structure in DER format with no CRL from several different certificates: MirBSD #10-current 2022-12-23 33 OpenSSLtool(1) OpenSSL OpenSSLtool(1) openssl crl2pkcs7 -nocrl -certfile newcert.pem -certfile demoCA/cacert.pem -outform DER -out p7.der
The output file is a PKCS#7 signed data structure containing no signers and just certificates and an optional CRL. This utility can be used to send certificates and CAs to Netscape as part of the certificate enrollment process. This involves sending the DER encoded output as MIME type application/x-x509-user-cert. The PEM encoded form with the header and footer lines removed can be used to install user certificates and CAs in MSIE using the Xenroll control.
pkcs7(1)
dgst, md5, md4, md2, sha1, sha224, sha256, sha384, sha512, ripemd160 - message digests
openssl dgst [-md5|-md4|-md2|-sha1|-sha224|-sha256|-sha384|-sha512|-ripemd160|-dss1] [-c] [-d] [-hex] [-binary] [-hmac arg] [-non-fips-allow] [-out filename] [-sign filename] [-passin arg] [-verify filename] [-prverify filename] [-signature filename] [file...] [md5|md4|md2|sha1|sha224|sha256|sha384|sha512|ripemd160] [-c] [-d] [file...]
The digest functions output the message digest of a supplied file or files in hexadecimal form. They can also be used for digital signing and verification.
-c print out the digest in two digit groups separated by colons, only relevant if hex format output is used. -d print out BIO debugging information. -hex digest is to be output as a hex dump. This is the default case for a "normal" digest as opposed to a digi- tal signature. -binary output the digest or signature in binary form. MirBSD #10-current 2022-12-23 34 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -hmac arg set the HMAC key to "arg". -non-fips-allow allow use of non FIPS digest. -out filename filename to output to, or standard output by default. -sign filename digitally sign the digest using the private key in "filename". -passin arg the private key password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -verify filename verify the signature using the the public key in "filename". The output is either "Verification OK" or "Verification Failure". -prverify filename verify the signature using the the private key in "filename". -signature filename the actual signature to verify. -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others. file... file or files to digest. If no files are specified then standard input is used.
The digest of choice for all new applications is SHA2. Other digests are however still widely used. If you wish to sign or verify data using the DSA algorithm then the dss1 digest must be used. A source of random numbers is required for certain signing algorithms, in particular DSA. MirBSD #10-current 2022-12-23 35 OpenSSLtool(1) OpenSSL OpenSSLtool(1) The signing and verify options should only be used if a sin- gle file is being signed or verified.
dhparam - DH parameter manipulation and generation
openssl dhparam [-inform DER|PEM] [-outform DER|PEM] [-in filename] [-out filename] [-dsaparam] [-noout] [-text] [-C] [-2] [-5] [-rand file(s)] [-engine id] [numbits]
This command is used to manipulate DH parameter files.
-inform DER|PEM This specifies the input format. The DER option uses an ASN1 DER encoded form compatible with the PKCS#3 DHparameter structure. The PEM form is the default for- mat: it consists of the DER format base64 encoded with additional header and footer lines. -outform DER|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read parameters from or standard input if this option is not specified. -out filename This specifies the output filename parameters to. Stan- dard output is used if this option is not present. The output filename should not be the same as the input filename. -dsaparam If this option is used, DSA rather than DH parameters are read or created; they are converted to DH format. Otherwise, "strong" primes (such that (p-1)/2 is also prime) will be used for DH parameter generation. DH parameter generation with the -dsaparam option is much faster, and the recommended exponent length is shorter, which makes DH key exchange more efficient. Beware that with such DSA-style DH parameters, a fresh DH key should be created for each use to avoid small- subgroup attacks that may be possible otherwise. -2, -5 The generator to use, either 2 or 5. 2 is the default. If present then the input file is ignored and parameters MirBSD #10-current 2022-12-23 36 OpenSSLtool(1) OpenSSL OpenSSLtool(1) are generated instead. -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others. numbits this option specifies that a parameter set should be generated of size numbits. It must be the last option. If not present then a value of 512 is used. If this option is present then the input file is ignored and parameters are generated instead. -noout this option inhibits the output of the encoded version of the parameters. -text this option prints out the DH parameters in human read- able form. -C this option converts the parameters into C code. The parameters can then be loaded by calling the get_dhnumbits() function. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms.
The program dhparam combines the functionality of the pro- grams dh and gendh in previous versions of OpenSSL and SSLeay. The dh and gendh programs are retained for now but may have different purposes in future versions of OpenSSL.
PEM format DH parameters use the header and footer lines: -----BEGIN DH PARAMETERS----- -----END DH PARAMETERS----- OpenSSL currently only supports the older PKCS#3 DH, not the newer X9.42 DH. This program manipulates DH parameters not keys. MirBSD #10-current 2022-12-23 37 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
There should be a way to generate and manipulate DH keys.
dsaparam(1)
The dhparam command was added in OpenSSL 0.9.5. The -dsaparam option was added in OpenSSL 0.9.6.
dsa - DSA key processing
openssl dsa [-inform PEM|DER] [-outform PEM|DER] [-in filename] [-passin arg] [-out filename] [-passout arg] [-des] [-des3] [-text] [-noout] [-modulus] [-pubin] [-pubout] [-engine id]
The dsa command processes DSA keys. They can be converted between various forms and their components printed out. Note This command uses the traditional SSLeay compatible format for private key encryption: newer applications should use the more secure PKCS#8 format using the pkcs8
-inform DER|PEM This specifies the input format. The DER option with a private key uses an ASN1 DER encoded form of an ASN.1 SEQUENCE consisting of the values of version (currently zero), p, q, g, the public and private key components respectively as ASN.1 INTEGERs. When used with a public key it uses a SubjectPublicKeyInfo structure: it is an error if the key is not DSA. The PEM form is the default format: it consists of the DER format base64 encoded with additional header and footer lines. In the case of a private key PKCS#8 format is also accepted. -outform DER|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read a key from or standard input if this option is not specified. If the key is encrypted a pass phrase will be prompted for. -passin arg the input file password source. For more information MirBSD #10-current 2022-12-23 38 OpenSSLtool(1) OpenSSL OpenSSLtool(1) about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -out filename This specifies the output filename to write a key to or standard output by is not specified. If any encryption options are set then a pass phrase will be prompted for. The output filename should not be the same as the input filename. -passout arg the output file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -des|-des3 These options encrypt the private key with the DES or triple DES ciphers respectively before outputting it. A pass phrase is prompted for. If none of these options is specified the key is written in plain text. This means that using the dsa utility to read in an encrypted key with no encryption option can be used to remove the pass phrase from a key, or by setting the encryption options it can be use to add or change the pass phrase. These options can only be used with PEM format output files. -text prints out the public, private key components and param- eters. -noout this option prevents output of the encoded version of the key. -modulus this option prints out the value of the public key com- ponent of the key. -pubin by default a private key is read from the input file: with this option a public key is read instead. -pubout by default a private key is output. With this option a public key will be output instead. This option is automatically set if the input is a public key. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all MirBSD #10-current 2022-12-23 39 OpenSSLtool(1) OpenSSL OpenSSLtool(1) available algorithms.
The PEM private key format uses the header and footer lines: -----BEGIN DSA PRIVATE KEY----- -----END DSA PRIVATE KEY----- The PEM public key format uses the header and footer lines: -----BEGIN PUBLIC KEY----- -----END PUBLIC KEY-----
To remove the pass phrase on a DSA private key: openssl dsa -in key.pem -out keyout.pem To encrypt a private key using triple DES: openssl dsa -in key.pem -des3 -out keyout.pem To convert a private key from PEM to DER format: openssl dsa -in key.pem -outform DER -out keyout.der To print out the components of a private key to standard output: openssl dsa -in key.pem -text -noout To just output the public part of a private key: openssl dsa -in key.pem -pubout -out pubkey.pem
dsaparam(1), gendsa(1), rsa(1), genrsa(1)
dsaparam - DSA parameter manipulation and generation
openssl dsaparam [-inform DER|PEM] [-outform DER|PEM] [-in filename] [-out filename] [-noout] [-text] [-C] [-rand file(s)] [-genkey] [-engine id] [numbits]
This command is used to manipulate or generate DSA parameter files.
-inform DER|PEM MirBSD #10-current 2022-12-23 40 OpenSSLtool(1) OpenSSL OpenSSLtool(1) This specifies the input format. The DER option uses an ASN1 DER encoded form compatible with RFC2459 (PKIX) DSS-Parms that is a SEQUENCE consisting of p, q and g respectively. The PEM form is the default format: it consists of the DER format base64 encoded with addi- tional header and footer lines. -outform DER|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read parameters from or standard input if this option is not specified. If the numbits parameter is included then this option will be ignored. -out filename This specifies the output filename parameters to. Stan- dard output is used if this option is not present. The output filename should not be the same as the input filename. -noout this option inhibits the output of the encoded version of the parameters. -text this option prints out the DSA parameters in human read- able form. -C this option converts the parameters into C code. The parameters can then be loaded by calling the get_dsaXXX() function. -genkey this option will generate a DSA either using the speci- fied or generated parameters. -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others. numbits this option specifies that a parameter set should be generated of size numbits. It must be the last option. If this option is included then the input file (if any) is ignored. MirBSD #10-current 2022-12-23 41 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms.
PEM format DSA parameters use the header and footer lines: -----BEGIN DSA PARAMETERS----- -----END DSA PARAMETERS----- DSA parameter generation is a slow process and as a result the same set of DSA parameters is often used to generate several distinct keys.
gendsa(1), dsa(1), genrsa(1), rsa(1)
enc - symmetric cipher routines
openssl enc -ciphername [-in filename] [-out filename] [-pass arg] [-e] [-d] [-a] [-A] [-k password] [-kfile filename] [-K key] [-iv IV] [-p] [-P] [-bufsize number] [-nopad] [-debug]
The symmetric cipher commands allow data to be encrypted or decrypted using various block and stream ciphers using keys based on passwords or explicitly provided. Base64 encoding or decoding can also be performed either by itself or in addition to the encryption or decryption.
-in filename the input filename, standard input by default. -out filename the output filename, standard output by default. -pass arg the password source. For more information about the for- mat of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -salt use a salt in the key derivation routines. This option should ALWAYS be used unless compatibility with previous versions of OpenSSL or SSLeay is required. This option MirBSD #10-current 2022-12-23 42 OpenSSLtool(1) OpenSSL OpenSSLtool(1) is only present on OpenSSL versions 0.9.5 or above. -nosalt don't use a salt in the key derivation routines. This is the default for compatibility with previous versions of OpenSSL and SSLeay. -e encrypt the input data: this is the default. -d decrypt the input data. -a base64 process the data. This means that if encryption is taking place the data is base64 encoded after encryp- tion. If decryption is set then the input data is base64 decoded before being decrypted. -A if the -a option is set then base64 process the data on one line. -k password the password to derive the key from. This is for compa- tibility with previous versions of OpenSSL. Superseded by the -pass argument. -kfile filename read the password to derive the key from the first line of filename. This is for compatibility with previous versions of OpenSSL. Superseded by the -pass argument. -S salt the actual salt to use: this must be represented as a string comprised only of hex digits. -K key the actual key to use: this must be represented as a string comprised only of hex digits. If only the key is specified, the IV must additionally specified using the -iv option. When both a key and a password are speci- fied, the key given with the -K option will be used and the IV generated from the password will be taken. It probably does not make much sense to specify both key and password. -iv IV the actual IV to use: this must be represented as a string comprised only of hex digits. When only the key is specified using the -K option, the IV must explicitly be defined. When a password is being specified using one of the other options, the IV is generated from this password. -p print out the key and IV used. MirBSD #10-current 2022-12-23 43 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -P print out the key and IV used then immediately exit: don't do any encryption or decryption. -bufsize number set the buffer size for I/O -nopad disable standard block padding -debug debug the BIOs used for I/O.
The program can be called either as openssl ciphername or openssl enc -ciphername. A password will be prompted for to derive the key and IV if necessary. The -salt option should ALWAYS be used if the key is being derived from a password unless you want compatibility with previous versions of OpenSSL and SSLeay. Without the -salt option it is possible to perform efficient dictionary attacks on the password and to attack stream cipher encrypted data. The reason for this is that without the salt the same password always generates the same encryp- tion key. When the salt is being used the first eight bytes of the encrypted data are reserved for the salt: it is gen- erated at random when encrypting a file and read from the encrypted file when it is decrypted. Some of the ciphers do not have large keys and others have security implications if not used correctly. A beginner is advised to just use a strong block cipher in CBC mode such as bf or des3. All the block ciphers normally use PKCS#5 padding also known as standard block padding: this allows a rudimentary integrity or password check to be performed. However since the chance of random data passing the test is better than 1 in 256 it isn't a very good test. If padding is disabled then the input data must be a multi- ple of the cipher block length. All RC2 ciphers have the same key and effective key length. The Blowfish algorithm uses a 128 bit key.
base64 Base 64 MirBSD #10-current 2022-12-23 44 OpenSSLtool(1) OpenSSL OpenSSLtool(1) bf-cbc Blowfish in CBC mode bf Alias for bf-cbc bf-cfb Blowfish in CFB mode bf-ecb Blowfish in ECB mode bf-ofb Blowfish in OFB mode cast-cbc CAST in CBC mode cast Alias for cast-cbc cast5-cbc CAST5 in CBC mode cast5-cfb CAST5 in CFB mode cast5-ecb CAST5 in ECB mode cast5-ofb CAST5 in OFB mode des-cbc DES in CBC mode des Alias for des-cbc des-cfb DES in CBC mode des-ofb DES in OFB mode des-ecb DES in ECB mode des-ede-cbc Two key triple DES EDE in CBC mode des-ede Two key triple DES EDE in ECB mode des-ede-cfb Two key triple DES EDE in CFB mode des-ede-ofb Two key triple DES EDE in OFB mode des-ede3-cbc Three key triple DES EDE in CBC mode des-ede3 Three key triple DES EDE in ECB mode des3 Alias for des-ede3-cbc des-ede3-cfb Three key triple DES EDE CFB mode des-ede3-ofb Three key triple DES EDE in OFB mode desx DESX algorithm. rc2-cbc 128 bit RC2 in CBC mode rc2 Alias for rc2-cbc rc2-cfb 128 bit RC2 in CFB mode rc2-ecb 128 bit RC2 in ECB mode rc2-ofb 128 bit RC2 in OFB mode rc2-64-cbc 64 bit RC2 in CBC mode rc2-40-cbc 40 bit RC2 in CBC mode rc4 128 bit RC4 rc4-64 64 bit RC4 rc4-40 40 bit RC4
Just base64 encode a binary file: openssl base64 -in file.bin -out file.b64 Decode the same file MirBSD #10-current 2022-12-23 45 OpenSSLtool(1) OpenSSL OpenSSLtool(1) openssl base64 -d -in file.b64 -out file.bin Encrypt a file using triple DES in CBC mode using a prompted password: openssl des3 -salt -in file.txt -out file.des3 Decrypt a file using a supplied password: openssl des3 -d -salt -in file.des3 -out file.txt -k mypassword Encrypt a file then base64 encode it (so it can be sent via mail for example) using Blowfish in CBC mode: openssl bf -a -salt -in file.txt -out file.bf Base64 decode a file then decrypt it: openssl bf -d -salt -a -in file.bf -out file.txt Decrypt some data using a supplied 40 bit RC4 key: openssl rc4-40 -in file.rc4 -out file.txt -K 0102030405
The -A option when used with large files doesn't work prop- erly. There should be an option to allow an iteration count to be included. The enc program only supports a fixed number of algorithms with certain parameters. So if, for example, you want to use RC2 with a 76 bit key or RC4 with an 84 bit key you can't use this program.
errstr - lookup error codes
openssl errstr error_code
Sometimes an application will not load error message and only numerical forms will be available. The errstr utility can be used to display the meaning of the hex code. The hex code is the hex digits after the second colon.
The error code: MirBSD #10-current 2022-12-23 46 OpenSSLtool(1) OpenSSL OpenSSLtool(1) 27594:error:2006D080:lib(32):func(109):reason(128):bss_file.c:107: can be displayed with: openssl errstr 2006D080 to produce the error message: error:2006D080:BIO routines:BIO_new_file:no such file
err(3), ERR_load_crypto_strings(3), SSL_load_error_strings(3)
gendsa - generate a DSA private key from a set of parameters
openssl gendsa [-out filename] [-des] [-des3] [-rand file(s)] [-engine id] [paramfile]
The gendsa command generates a DSA private key from a DSA parameter file (which will be typically generated by the openssl dsaparam command).
-des|-des3 These options encrypt the private key with the DES or triple DES ciphers respectively before outputting it. A pass phrase is prompted for. If none of these options is specified no encryption is used. -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms. paramfile This option specifies the DSA parameter file to use. The parameters in this file determine the size of the private key. DSA parameters can be generated and exam- ined using the openssl dsaparam command. MirBSD #10-current 2022-12-23 47 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
DSA key generation is little more than random number genera- tion so it is much quicker that RSA key generation for exam- ple.
dsaparam(1), dsa(1), genrsa(1), rsa(1)
genrsa - generate an RSA private key
openssl genrsa [-out filename] [-passout arg] [-des] [-des3] [-f4] [-3] [-rand file(s)] [-engine id] [numbits]
The genrsa command generates an RSA private key.
-out filename the output filename. If this argument is not specified then standard output is used. -passout arg the output file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -des|-des3 These options encrypt the private key with the DES or triple DES ciphers respectively before outputting it. If none of these options is specified no encryption is used. If encryption is used a pass phrase is prompted for if it is not supplied via the -passout argument. -F4|-3 the public exponent to use, either 65537 or 3. The default is 65537. -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms. MirBSD #10-current 2022-12-23 48 OpenSSLtool(1) OpenSSL OpenSSLtool(1) numbits the size of the private key to generate in bits. This must be the last option specified. The default is 512.
RSA private key generation essentially involves the genera- tion of two prime numbers. When generating a private key various symbols will be output to indicate the progress of the generation. A . represents each number which has passed an initial sieve test, + means a number has passed a single round of the Miller-Rabin primality test. A newline means that the number has passed all the prime tests (the actual number depends on the key size). Because key generation is a random process the time taken to generate a key may vary somewhat.
A quirk of the prime generation algorithm is that it cannot generate small primes. Therefore the number of bits should not be less that 64. For typical private keys this will not matter because for security reasons they will be much larger (typically 1024 bits).
gendsa(1)
nseq - create or examine a netscape certificate sequence
openssl nseq [-in filename] [-out filename] [-toseq]
The nseq command takes a file containing a Netscape certifi- cate sequence and prints out the certificates contained in it or takes a file of certificates and converts it into a Netscape certificate sequence.
-in filename This specifies the input filename to read or standard input if this option is not specified. -out filename specifies the output filename or standard output by default. -toseq normally a Netscape certificate sequence will be input and the output is the certificates contained in it. With the -toseq option the situation is reversed: a Netscape MirBSD #10-current 2022-12-23 49 OpenSSLtool(1) OpenSSL OpenSSLtool(1) certificate sequence is created from a file of certifi- cates.
Output the certificates in a Netscape certificate sequence openssl nseq -in nseq.pem -out certs.pem Create a Netscape certificate sequence openssl nseq -in certs.pem -toseq -out nseq.pem
The PEM encoded form uses the same headers and footers as a certificate: -----BEGIN CERTIFICATE----- -----END CERTIFICATE----- A Netscape certificate sequence is a Netscape specific form that can be sent to browsers as an alternative to the stan- dard PKCS#7 format when several certificates are sent to the browser: for example during certificate enrollment. It is used by Netscape certificate server for example.
This program needs a few more options: like allowing DER or PEM input and output files and allowing multiple certificate files to be used.
ocsp - Online Certificate Status Protocol utility
openssl ocsp [-out file] [-issuer file] [-cert file] [-serial n] [-signer file] [-signkey file] [-sign_other file] [-no_certs] [-req_text] [-resp_text] [-text] [-reqout file] [-respout file] [-reqin file] [-respin file] [-nonce] [-no_nonce] [-url URL] [-host host:n] [-path] [-CApath dir] [-CAfile file] [-VAfile file] [-validity_period n] [-status_age n] [-noverify] [-verify_other file] [-trust_other] [-no_intern] [-no_signature_verify] [-no_cert_verify] [-no_chain] [-no_cert_checks] [-port num] [-index file] [-CA file] [-rsigner file] [-rkey file] [-rother file] [-resp_no_certs] [-nmin n] [-ndays n] [-resp_key_id] [-nrequest n]
The Online Certificate Status Protocol (OCSP) enables appli- cations to determine the (revocation) state of an identified certificate (RFC 2560). MirBSD #10-current 2022-12-23 50 OpenSSLtool(1) OpenSSL OpenSSLtool(1) The ocsp command performs many common OCSP tasks. It can be used to print out requests and responses, create requests and send queries to an OCSP responder and behave like a mini OCSP server itself.
-out filename specify output filename, default is standard output. -issuer filename This specifies the current issuer certificate. This option can be used multiple times. The certificate specified in filename must be in PEM format. -cert filename Add the certificate filename to the request. The issuer certificate is taken from the previous issuer option, or an error occurs if no issuer certificate is specified. -serial num Same as the cert option except the certificate with serial number num is added to the request. The serial number is interpreted as a decimal integer unless pre- ceded by 0x. Negative integers can also be specified by preceding the value by a - sign. -signer filename, -signkey filename Sign the OCSP request using the certificate specified in the signer option and the private key specified by the signkey option. If the signkey option is not present then the private key is read from the same file as the certificate. If neither option is specified then the OCSP request is not signed. -sign_other filename Additional certificates to include in the signed request. -nonce, -no_nonce Add an OCSP nonce extension to a request or disable OCSP nonce addition. Normally if an OCSP request is input using the respin option no nonce is added: using the nonce option will force addition of a nonce. If an OCSP request is being created (using cert and serial options) a nonce is automatically added specifying no_nonce over- rides this. -req_text, -resp_text, -text print out the text form of the OCSP request, response or both respectively. -reqout file, -respout file MirBSD #10-current 2022-12-23 51 OpenSSLtool(1) OpenSSL OpenSSLtool(1) write out the DER encoded certificate request or response to file. -reqin file, -respin file read OCSP request or response file from file. These option are ignored if OCSP request or response creation is implied by other options (for example with serial, cert and host options). -url responder_url specify the responder URL. Both HTTP and HTTPS (SSL/TLS) URLs can be specified. -host hostname:port, -path pathname if the host option is present then the OCSP request is sent to the host hostname on port port. path specifies the HTTP path name to use or "/" by default. -CAfile file, -CApath pathname file or pathname containing trusted CA certificates. These are used to verify the signature on the OCSP response. -verify_other file file containing additional certificates to search when attempting to locate the OCSP response signing certifi- cate. Some responders omit the actual signer's certifi- cate from the response: this option can be used to sup- ply the necessary certificate in such cases. -trust_other the certificates specified by the -verify_certs option should be explicitly trusted and no additional checks will be performed on them. This is useful when the com- plete responder certificate chain is not available or trusting a root CA is not appropriate. -VAfile file file containing explicitly trusted responder certifi- cates. Equivalent to the -verify_certs and -trust_other options. -noverify don't attempt to verify the OCSP response signature or the nonce values. This option will normally only be used for debugging since it disables all verification of the responders certificate. -no_intern ignore certificates contained in the OCSP response when searching for the signers certificate. With this option the signers certificate must be specified with either MirBSD #10-current 2022-12-23 52 OpenSSLtool(1) OpenSSL OpenSSLtool(1) the -verify_certs or -VAfile options. -no_signature_verify don't check the signature on the OCSP response. Since this option tolerates invalid signatures on OCSP responses it will normally only be used for testing pur- poses. -no_cert_verify don't verify the OCSP response signers certificate at all. Since this option allows the OCSP response to be signed by any certificate it should only be used for testing purposes. -no_chain do not use certificates in the response as additional untrusted CA certificates. -no_cert_checks don't perform any additional checks on the OCSP response signers certificate. That is do not make any checks to see if the signers certificate is authorised to provide the necessary status information: as a result this option should only be used for testing purposes. -validity_period nsec, -status_age age these options specify the range of times, in seconds, which will be tolerated in an OCSP response. Each certi- ficate status response includes a notBefore time and an optional notAfter time. The current time should fall between these two values, but the interval between the two times may be only a few seconds. In practice the OCSP responder and clients clocks may not be precisely synchronised and so such a check may fail. To avoid this the -validity_period option can be used to specify an acceptable error range in seconds, the default value is 5 minutes. If the notAfter time is omitted from a response then this means that new status information is immediately available. In this case the age of the notBefore field is checked to see it is not older than age seconds old. By default this additional check is not performed.
-index indexfile indexfile is a text index file in ca format containing certificate revocation information. If the index option is specified the ocsp utility is in responder mode, otherwise it is in client mode. The request(s) the responder processes can be either MirBSD #10-current 2022-12-23 53 OpenSSLtool(1) OpenSSL OpenSSLtool(1) specified on the command line (using issuer and serial options), supplied in a file (using the respin option) or via external OCSP clients (if port or url is speci- fied). If the index option is present then the CA and rsigner options must also be present. -CA file CA certificate corresponding to the revocation informa- tion in indexfile. -rsigner file The certificate to sign OCSP responses with. -rother file Additional certificates to include in the OCSP response. -resp_no_certs Don't include any certificates in the OCSP response. -resp_key_id Identify the signer certificate using the key ID, default is to use the subject name. -rkey file The private key to sign OCSP responses with: if not present the file specified in the rsigner option is used. -port portnum Port to listen for OCSP requests on. The port may also be specified using the url option. -nrequest number The OCSP server will exit after receiving number requests, default unlimited. -nmin minutes, -ndays days Number of minutes or days when fresh revocation informa- tion is available: used in the nextUpdate field. If nei- ther option is present then the nextUpdate field is omitted meaning fresh revocation information is immedi- ately available. OCSP Response verification. OCSP Response follows the rules specified in RFC2560. Initially the OCSP responder certificate is located and the signature on the OCSP request checked using the responder certificate's public key. MirBSD #10-current 2022-12-23 54 OpenSSLtool(1) OpenSSL OpenSSLtool(1) Then a normal certificate verify is performed on the OCSP responder certificate building up a certificate chain in the process. The locations of the trusted certificates used to build the chain can be specified by the CAfile and CApath options or they will be looked for in the standard OpenSSL certificates directory. If the initial verify fails then the OCSP verify process halts with an error. Otherwise the issuing CA certificate in the request is com- pared to the OCSP responder certificate: if there is a match then the OCSP verify succeeds. Otherwise the OCSP responder certificate's CA is checked against the issuing CA certificate in the request. If there is a match and the OCSPSigning extended key usage is present in the OCSP responder certificate then the OCSP verify succeeds. Otherwise the root CA of the OCSP responders CA is checked to see if it is trusted for OCSP signing. If it is the OCSP verify succeeds. If none of these checks is successful then the OCSP verify fails. What this effectively means if that if the OCSP responder certificate is authorised directly by the CA it is issuing revocation information about (and it is correctly config- ured) then verification will succeed. If the OCSP responder is a "global responder" which can give details about multiple CAs and has its own separate certifi- cate chain then its root CA can be trusted for OCSP signing. For example: openssl x509 -in ocspCA.pem -addtrust OCSPSigning -out trustedCA.pem Alternatively the responder certificate itself can be expli- citly trusted with the -VAfile option.
As noted, most of the verify options are for testing or debugging purposes. Normally only the -CApath, -CAfile and (if the responder is a 'global VA') -VAfile options need to be used. The OCSP server is only useful for test and demonstration purposes: it is not really usable as a full OCSP responder. It contains only a very simple HTTP request handling and can only handle the POST form of OCSP queries. It also handles MirBSD #10-current 2022-12-23 55 OpenSSLtool(1) OpenSSL OpenSSLtool(1) requests serially meaning it cannot respond to new requests until it has processed the current one. The text index file format of revocation is also inefficient for large quanti- ties of revocation data. It is possible to run the ocsp application in responder mode via a CGI script using the respin and respout options.
Create an OCSP request and write it to a file: openssl ocsp -issuer issuer.pem -cert c1.pem -cert c2.pem -reqout req.der Send a query to an OCSP responder with URL http://ocsp.myhost.com/ save the response to a file and print it out in text form openssl ocsp -issuer issuer.pem -cert c1.pem -cert c2.pem \ -url http://ocsp.myhost.com/ -resp_text -respout resp.der Read in an OCSP response and print out text form: openssl ocsp -respin resp.der -text OCSP server on port 8888 using a standard ca configuration, and a separate responder certificate. All requests and responses are printed to a file. openssl ocsp -index demoCA/index.txt -port 8888 -rsigner rcert.pem -CA demoCA/cacert.pem -text -out log.txt As above but exit after processing one request: openssl ocsp -index demoCA/index.txt -port 8888 -rsigner rcert.pem -CA demoCA/cacert.pem -nrequest 1 Query status information using internally generated request: openssl ocsp -index demoCA/index.txt -rsigner rcert.pem -CA demoCA/cacert.pem -issuer demoCA/cacert.pem -serial 1 Query status information using request read from a file, write response to a second file. openssl ocsp -index demoCA/index.txt -rsigner rcert.pem -CA demoCA/cacert.pem -reqin req.der -respout resp.der =pod
passwd - compute password hashes MirBSD #10-current 2022-12-23 56 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
openssl passwd [-crypt] [-1] [-apr1] [-salt string] [-in file] [-stdin] [-noverify] [-quiet] [-table] {password}
The passwd command computes the hash of a password typed at run-time or the hash of each password in a list. The pass- word list is taken from the named file for option -in file, from stdin for option -stdin, or from the command line, or from the terminal otherwise. The Unix standard algorithm crypt and the MD5-based BSD password algorithm 1 and its Apache variant apr1 are available.
-crypt Use the crypt algorithm (default). -1 Use the MD5 based BSD password algorithm 1. -apr1 Use the apr1 algorithm (Apache variant of the BSD algo- rithm). -salt string Use the specified salt. When reading a password from the terminal, this implies -noverify. -in file Read passwords from file. -stdin Read passwords from stdin. -noverify Don't verify when reading a password from the terminal. -quiet Don't output warnings when passwords given at the com- mand line are truncated. -table In the output list, prepend the cleartext password and a TAB character to each password hash.
openssl passwd -crypt -salt xx password prints xxj31ZMTZzkVA. openssl passwd -1 -salt xxxxxxxx password prints $1$xxxxxxxx$UYCIxa628.9qXjpQCjM4a.. MirBSD #10-current 2022-12-23 57 OpenSSLtool(1) OpenSSL OpenSSLtool(1) openssl passwd -apr1 -salt xxxxxxxx password prints $apr1$xxxxxxxx$dxHfLAsjHkDRmG83UXe8K0.
pkcs12 - PKCS#12 file utility
openssl pkcs12 [-export] [-chain] [-inkey filename] [-cert- file filename] [-name name] [-caname name] [-in filename] [-out filename] [-noout] [-nomacver] [-nocerts] [-clcerts] [-cacerts] [-nokeys] [-info] [-des] [-des3] [-nodes] [-noiter] [-maciter] [-twopass] [-descert] [-certpbe] [-keypbe] [-keyex] [-keysig] [-password arg] [-passin arg] [-passout arg] [-rand file(s)]
The pkcs12 command allows PKCS#12 files (sometimes referred to as PFX files) to be created and parsed. PKCS#12 files are used by several programs including Netscape, MSIE and MS Outlook.
There are a lot of options the meaning of some depends of whether a PKCS#12 file is being created or parsed. By default a PKCS#12 file is parsed a PKCS#12 file can be created by using the -export option (see below).
-in filename This specifies filename of the PKCS#12 file to be parsed. Standard input is used by default. -out filename The filename to write certificates and private keys to, standard output by default. They are all written in PEM format. -pass arg, -passin arg the PKCS#12 file (i.e. input file) password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -passout arg pass phrase source to encrypt any outputed private keys with. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -noout this option inhibits output of the keys and certificates to the output file version of the PKCS#12 file. -clcerts MirBSD #10-current 2022-12-23 58 OpenSSLtool(1) OpenSSL OpenSSLtool(1) only output client certificates (not CA certificates). -cacerts only output CA certificates (not client certificates). -nocerts no certificates at all will be output. -nokeys no private keys will be output. -info output additional information about the PKCS#12 file structure, algorithms used and iteration counts. -des use DES to encrypt private keys before outputting. -des3 use triple DES to encrypt private keys before output- ting, this is the default. -nodes don't encrypt the private keys at all. -nomacver don't attempt to verify the integrity MAC before reading the file. -twopass prompt for separate integrity and encryption passwords: most software always assumes these are the same so this option will render such PKCS#12 files unreadable.
-export This option specifies that a PKCS#12 file will be created rather than parsed. -out filename This specifies filename to write the PKCS#12 file to. Standard output is used by default. -in filename The filename to read certificates and private keys from, standard input by default. They must all be in PEM for- mat. The order doesn't matter but one private key and its corresponding certificate should be present. If additional certificates are present they will also be included in the PKCS#12 file. -inkey filename MirBSD #10-current 2022-12-23 59 OpenSSLtool(1) OpenSSL OpenSSLtool(1) file to read private key from. If not present then a private key must be present in the input file. -name friendlyname This specifies the "friendly name" for the certificate and private key. This name is typically displayed in list boxes by software importing the file. -certfile filename A filename to read additional certificates from. -caname friendlyname This specifies the "friendly name" for other certifi- cates. This option may be used multiple times to specify names for all certificates in the order they appear. Netscape ignores friendly names on other certificates whereas MSIE displays them. -pass arg, -passout arg the PKCS#12 file (i.e. output file) password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -passin password pass phrase source to decrypt any input private keys with. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -chain if this option is present then an attempt is made to include the entire certificate chain of the user certi- ficate. The standard CA store is used for this search. If the search fails it is considered a fatal error. -descert encrypt the certificate using triple DES, this may render the PKCS#12 file unreadable by some "export grade" software. By default the private key is encrypted using triple DES and the certificate using 40 bit RC2. -keypbe alg, -certpbe alg these options allow the algorithm used to encrypt the private key and certificates to be selected. Although any PKCS#5 v1.5 or PKCS#12 algorithms can be selected it is advisable only to use PKCS#12 algorithms. See the list in the NOTES section for more information. -keyex|-keysig specifies that the private key is to be used for key exchange or just signing. This option is only inter- preted by MSIE and similar MS software. Normally "export grade" software will only allow 512 bit RSA keys to be MirBSD #10-current 2022-12-23 60 OpenSSLtool(1) OpenSSL OpenSSLtool(1) used for encryption purposes but arbitrary length keys for signing. The -keysig option marks the key for sign- ing only. Signing only keys can be used for S/MIME sign- ing, authenticode (ActiveX control signing) and SSL client authentication, however due to a bug only MSIE 5.0 and later support the use of signing only keys for SSL client authentication. -nomaciter, -noiter these options affect the iteration counts on the MAC and key algorithms. Unless you wish to produce files compa- tible with MSIE 4.0 you should leave these options alone. To discourage attacks by using large dictionaries of common passwords the algorithm that derives keys from passwords can have an iteration count applied to it: this causes a certain part of the algorithm to be repeated and slows it down. The MAC is used to check the file integrity but since it will normally have the same password as the keys and certificates it could also be attacked. By default both MAC and encryption iteration counts are set to 2048, using these options the MAC and encryption iteration counts can be set to 1, since this reduces the file security you should not use these options unless you really have to. Most software sup- ports both MAC and key iteration counts. MSIE 4.0 doesn't support MAC iteration counts so it needs the -nomaciter option. -maciter This option is included for compatibility with previous versions, it used to be needed to use MAC iterations counts but they are now used by default. -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others.
Although there are a large number of options most of them are very rarely used. For PKCS#12 file parsing only -in and -out need to be used for PKCS#12 file creation -export and -name are also used. If none of the -clcerts, -cacerts or -nocerts options are present then all certificates will be output in the order they appear in the input PKCS#12 files. There is no guaran- tee that the first certificate present is the one MirBSD #10-current 2022-12-23 61 OpenSSLtool(1) OpenSSL OpenSSLtool(1) corresponding to the private key. Certain software which requires a private key and certificate and assumes the first certificate in the file is the one corresponding to the private key: this may not always be the case. Using the -clcerts option will solve this problem by only outputting the certificate corresponding to the private key. If the CA certificates are required then they can be output to a separate file using the -nokeys -cacerts options to just output CA certificates. The -keypbe and -certpbe algorithms allow the precise encryption algorithms for private keys and certificates to be specified. Normally the defaults are fine but occasion- ally software can't handle triple DES encrypted private keys, then the option -keypbe PBE-SHA1-RC2-40 can be used to reduce the private key encryption to 40 bit RC2. A complete description of all algorithms is contained in the pkcs8 manual page.
Parse a PKCS#12 file and output it to a file: openssl pkcs12 -in file.p12 -out file.pem Output only client certificates to a file: openssl pkcs12 -in file.p12 -clcerts -out file.pem Don't encrypt the private key: openssl pkcs12 -in file.p12 -out file.pem -nodes Print some info about a PKCS#12 file: openssl pkcs12 -in file.p12 -info -noout Create a PKCS#12 file: openssl pkcs12 -export -in file.pem -out file.p12 -name "My Certificate" Include some extra certificates: openssl pkcs12 -export -in file.pem -out file.p12 -name "My Certificate" \ -certfile othercerts.pem
Some would argue that the PKCS#12 standard is one big bug :-) Versions of OpenSSL before 0.9.6a had a bug in the PKCS#12 key generation routines. Under rare circumstances this could produce a PKCS#12 file encrypted with an invalid key. As a MirBSD #10-current 2022-12-23 62 OpenSSLtool(1) OpenSSL OpenSSLtool(1) result some PKCS#12 files which triggered this bug from other implementations (MSIE or Netscape) could not be decrypted by OpenSSL and similarly OpenSSL could produce PKCS#12 files which could not be decrypted by other imple- mentations. The chances of producing such a file are rela- tively small: less than 1 in 256. A side effect of fixing this bug is that any old invalidly encrypted PKCS#12 files cannot no longer be parsed by the fixed version. Under such circumstances the pkcs12 utility will report that the MAC is OK but fail with a decryption error when extracting private keys. This problem can be resolved by extracting the private keys and certificates from the PKCS#12 file using an older ver- sion of OpenSSL and recreating the PKCS#12 file from the keys and certificates using a newer version of OpenSSL. For example: old-openssl -in bad.p12 -out keycerts.pem openssl -in keycerts.pem -export -name "My PKCS#12 file" -out fixed.p12
pkcs8(1)
pkcs7 - PKCS#7 utility
openssl pkcs7 [-inform PEM|DER] [-outform PEM|DER] [-in filename] [-out filename] [-print_certs] [-text] [-noout] [-engine id]
The pkcs7 command processes PKCS#7 files in DER or PEM for- mat.
-inform DER|PEM This specifies the input format. DER format is DER encoded PKCS#7 v1.5 structure.PEM (the default) is a base64 encoded version of the DER form with header and footer lines. -outform DER|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read from or stan- dard input if this option is not specified. MirBSD #10-current 2022-12-23 63 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -out filename specifies the output filename to write to or standard output by default. -print_certs prints out any certificates or CRLs contained in the file. They are preceded by their subject and issuer names in one line format. -text prints out certificates details in full rather than just subject and issuer names. -noout don't output the encoded version of the PKCS#7 structure (or certificates is -print_certs is set). -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms.
Convert a PKCS#7 file from PEM to DER: openssl pkcs7 -in file.pem -outform DER -out file.der Output all certificates in a file: openssl pkcs7 -in file.pem -print_certs -out certs.pem
The PEM PKCS#7 format uses the header and footer lines: -----BEGIN PKCS7----- -----END PKCS7----- For compatibility with some CAs it will also accept: -----BEGIN CERTIFICATE----- -----END CERTIFICATE-----
There is no option to print out all the fields of a PKCS#7 file. This PKCS#7 routines only understand PKCS#7 v 1.5 as speci- fied in RFC2315 they cannot currently parse, for example, the new CMS as described in RFC2630. MirBSD #10-current 2022-12-23 64 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
crl2pkcs7(1)
pkcs8 - PKCS#8 format private key conversion tool
openssl pkcs8 [-topk8] [-inform PEM|DER] [-outform PEM|DER] [-in filename] [-passin arg] [-out filename] [-passout arg] [-noiter] [-nocrypt] [-nooct] [-embed] [-nsdb] [-v2 alg] [-v1 alg] [-engine id]
The pkcs8 command processes private keys in PKCS#8 format. It can handle both unencrypted PKCS#8 PrivateKeyInfo format and EncryptedPrivateKeyInfo format with a variety of PKCS#5 (v1.5 and v2.0) and PKCS#12 algorithms.
-topk8 Normally a PKCS#8 private key is expected on input and a traditional format private key will be written. With the -topk8 option the situation is reversed: it reads a traditional format private key and writes a PKCS#8 for- mat key. -inform DER|PEM This specifies the input format. If a PKCS#8 format key is expected on input then either a DER or PEM encoded version of a PKCS#8 key will be expected. Otherwise the DER or PEM format of the traditional format private key is used. -outform DER|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read a key from or standard input if this option is not specified. If the key is encrypted a pass phrase will be prompted for. -passin arg the input file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -out filename This specifies the output filename to write a key to or standard output by default. If any encryption options are set then a pass phrase will be prompted for. The output filename should not be the same as the input MirBSD #10-current 2022-12-23 65 OpenSSLtool(1) OpenSSL OpenSSLtool(1) filename. -passout arg the output file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -nocrypt PKCS#8 keys generated or input are normally PKCS#8 EncryptedPrivateKeyInfo structures using an appropriate password based encryption algorithm. With this option an unencrypted PrivateKeyInfo structure is expected or out- put. This option does not encrypt private keys at all and should only be used when absolutely necessary. Cer- tain software such as some versions of Java code signing software used unencrypted private keys. -nooct This option generates RSA private keys in a broken for- mat that some software uses. Specifically the private key should be enclosed in a OCTET STRING but some software just includes the structure itself without the surrounding OCTET STRING. -embed This option generates DSA keys in a broken format. The DSA parameters are embedded inside the PrivateKey struc- ture. In this form the OCTET STRING contains an ASN1 SEQUENCE consisting of two structures: a SEQUENCE con- taining the parameters and an ASN1 INTEGER containing the private key. -nsdb This option generates DSA keys in a broken format compa- tible with Netscape private key databases. The Private- Key contains a SEQUENCE consisting of the public and private keys respectively. -v2 alg This option enables the use of PKCS#5 v2.0 algorithms. Normally PKCS#8 private keys are encrypted with the password based encryption algorithm called pbeWithMD5AndDES-CBC this uses 56 bit DES encryption but it was the strongest encryption algorithm supported in PKCS#5 v1.5. Using the -v2 option PKCS#5 v2.0 algorithms are used which can use any encryption algorithm such as 168 bit triple DES or 128 bit RC2 however not many implementations support PKCS#5 v2.0 yet. If you are just using private keys with OpenSSL then this doesn't matter. The alg argument is the encryption algorithm to use, MirBSD #10-current 2022-12-23 66 OpenSSLtool(1) OpenSSL OpenSSLtool(1) valid values include des, des3 and rc2. It is recom- mended that des3 is used. -v1 alg This option specifies a PKCS#5 v1.5 or PKCS#12 algorithm to use. A complete list of possible algorithms is included below. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms.
The encrypted form of a PEM encode PKCS#8 files uses the following headers and footers: -----BEGIN ENCRYPTED PRIVATE KEY----- -----END ENCRYPTED PRIVATE KEY----- The unencrypted form uses: -----BEGIN PRIVATE KEY----- -----END PRIVATE KEY----- Private keys encrypted using PKCS#5 v2.0 algorithms and high iteration counts are more secure that those encrypted using the traditional SSLeay compatible formats. So if additional security is considered important the keys should be con- verted. The default encryption is only 56 bits because this is the encryption that most current implementations of PKCS#8 will support. Some software may use PKCS#12 password based encryption algorithms with PKCS#8 format private keys: these are han- dled automatically but there is no option to produce them. It is possible to write out DER encoded encrypted private keys in PKCS#8 format because the encryption details are included at an ASN1 level whereas the traditional format includes them at a PEM level. PKCS#5 v1.5 and PKCS#12 algorithms. Various algorithms can be used with the -v1 command line option, including PKCS#5 v1.5 and PKCS#12. These are described in more detail below. PBE-MD2-DES PBE-MD5-DES MirBSD #10-current 2022-12-23 67 OpenSSLtool(1) OpenSSL OpenSSLtool(1) These algorithms were included in the original PKCS#5 v1.5 specification. They only offer 56 bits of protec- tion since they both use DES. PBE-SHA1-RC2-64 PBE-MD2-RC2-64 PBE-MD5-RC2-64 PBE-SHA1-DES These algorithms are not mentioned in the original PKCS#5 v1.5 specification but they use the same key derivation algorithm and are supported by some software. They are mentioned in PKCS#5 v2.0. They use either 64 bit RC2 or 56 bit DES. PBE-SHA1-RC4-128 PBE-SHA1-RC4-40 PBE-SHA1-3DES PBE-SHA1-2DES PBE-SHA1-RC2-128 PBE-SHA1-RC2-40 These algorithms use the PKCS#12 password based encryp- tion algorithm and allow strong encryption algorithms like triple DES or 128 bit RC2 to be used.
Convert a private from traditional to PKCS#5 v2.0 format using triple DES: openssl pkcs8 -in key.pem -topk8 -v2 des3 -out enckey.pem Convert a private key to PKCS#8 using a PKCS#5 1.5 compati- ble algorithm (DES): openssl pkcs8 -in key.pem -topk8 -out enckey.pem Convert a private key to PKCS#8 using a PKCS#12 compatible algorithm (3DES): openssl pkcs8 -in key.pem -topk8 -out enckey.pem -v1 PBE-SHA1-3DES Read a DER unencrypted PKCS#8 format private key: openssl pkcs8 -inform DER -nocrypt -in key.der -out key.pem Convert a private key from any PKCS#8 format to traditional format: openssl pkcs8 -in pk8.pem -out key.pem
Test vectors from this PKCS#5 v2.0 implementation were posted to the pkcs-tng mailing list using triple DES, DES and RC2 with high iteration counts, several people confirmed that they could decrypt the private keys produced and There- fore it can be assumed that the PKCS#5 v2.0 implementation is reasonably accurate at least as far as these algorithms are concerned. MirBSD #10-current 2022-12-23 68 OpenSSLtool(1) OpenSSL OpenSSLtool(1) The format of PKCS#8 DSA (and other) private keys is not well documented: it is hidden away in PKCS#11 v2.01, section 11.9. OpenSSL's default DSA PKCS#8 private key format com- plies with this standard.
There should be an option that prints out the encryption algorithm in use and other details such as the iteration count. PKCS#8 using triple DES and PKCS#5 v2.0 should be the default private key format for OpenSSL: for compatibility several of the utilities use the old format at present.
dsa(1), rsa(1), genrsa(1), gendsa(1)
rand - generate pseudo-random bytes
openssl rand [-out file] [-rand file(s)] [-base64] num
The rand command outputs num pseudo-random bytes after seed- ing the random number generator once. As in other openssl command line tools, PRNG seeding uses the file $HOME/.rnd or .rnd in addition to the files given in the -rand option. A new $HOME/.rnd or .rnd file will be written back if enough seeding was obtained from these sources.
-out file Write to file instead of standard output. -rand file(s) Use specified file or files or EGD socket (see RAND_egd(3)) for seeding the random number generator. Multiple files can be specified separated by a OS- dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others. -base64 Perform base64 encoding on the output.
RAND_bytes(3)
req - PKCS#10 certificate request and certificate generating utility. MirBSD #10-current 2022-12-23 69 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
openssl req [-inform PEM|DER] [-outform PEM|DER] [-in filename] [-passin arg] [-out filename] [-passout arg] [-text] [-pubkey] [-noout] [-verify] [-modulus] [-new] [-rand file(s)] [-newkey rsa:bits] [-newkey dsa:file] [-nodes] [-key filename] [-keyform PEM|DER] [-keyout filename] [-[md5|sha1|md2]] [-config filename] [-subj arg] [-x509] [-days n] [-set_serial n] [-asn1-kludge] [-newhdr] [-extensions section] [-reqexts section] [-utf8] [-nameopt] [-batch] [-verbose] [-engine id]
The req command primarily creates and processes certificate requests in PKCS#10 format. It can additionally create self signed certificates for use as root CAs for example.
-inform DER|PEM This specifies the input format. The DER option uses an ASN1 DER encoded form compatible with the PKCS#10. The PEM form is the default format: it consists of the DER format base64 encoded with additional header and footer lines. -outform DER|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read a request from or standard input if this option is not specified. A request is only read if the creation options (-new and -newkey) are not specified. -passin arg the input file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -out filename This specifies the output filename to write to or stan- dard output by default. -passout arg the output file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -text prints out the certificate request in text form. -pubkey MirBSD #10-current 2022-12-23 70 OpenSSLtool(1) OpenSSL OpenSSLtool(1) outputs the public key. -noout this option prevents output of the encoded version of the request. -modulus this option prints out the value of the modulus of the public key contained in the request. -verify verifies the signature on the request. -new this option generates a new certificate request. It will prompt the user for the relevant field values. The actual fields prompted for and their maximum and minimum sizes are specified in the configuration file and any requested extensions. If the -key option is not used it will generate a new RSA private key using information specified in the con- figuration file. -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others. -newkey arg this option creates a new certificate request and a new private key. The argument takes one of two forms. rsa:nbits, where nbits is the number of bits, generates an RSA key nbits in size. dsa:filename generates a DSA key using the parameters in the file filename. -key filename This specifies the file to read the private key from. It also accepts PKCS#8 format private keys for PEM format files. -keyform PEM|DER the format of the private key file specified in the -key argument. PEM is the default. -keyout filename this gives the filename to write the newly created private key to. If this option is not specified then the filename present in the configuration file is used. MirBSD #10-current 2022-12-23 71 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -nodes if this option is specified then if a private key is created it will not be encrypted. -[md5|sha1|md2] this specifies the message digest to sign the request with. This overrides the digest algorithm specified in the configuration file. This option is ignored for DSA requests: they always use SHA1. -config filename this allows an alternative configuration file to be specified, this overrides the compile time filename or any specified in the OPENSSL_CONF environment variable. -subj arg sets subject name for new request or supersedes the sub- ject name when processing a request. The arg must be formatted as /type0=value0/type1=value1/type2=..., char- acters may be escaped by \ (backslash), no spaces are skipped. -x509 this option outputs a self signed certificate instead of a certificate request. This is typically used to gen- erate a test certificate or a self signed root CA. The extensions added to the certificate (if any) are speci- fied in the configuration file. Unless specified using the set_serial option 0 will be used for the serial number. -days n when the -x509 option is being used this specifies the number of days to certify the certificate for. The default is 30 days. -set_serial n serial number to use when outputting a self signed cer- tificate. This may be specified as a decimal value or a hex value if preceded by 0x. It is possible to use nega- tive serial numbers but this is not recommended. -extensions section -reqexts section these options specify alternative sections to include certificate extensions (if the -x509 option is present) or certificate request extensions. This allows several different sections to be used in the same configuration file to specify requests for a variety of purposes. -utf8 this option causes field values to be interpreted as MirBSD #10-current 2022-12-23 72 OpenSSLtool(1) OpenSSL OpenSSLtool(1) UTF8 strings, by default they are interpreted as ASCII. This means that the field values, whether prompted from a terminal or obtained from a configuration file, must be valid UTF8 strings. -nameopt option option which determines how the subject or issuer names are displayed. The option argument can be a single option or multiple options separated by commas. Alter- natively the -nameopt switch may be used more than once to set multiple options. See the x509(1) manual page for details. -asn1-kludge by default the req command outputs certificate requests containing no attributes in the correct PKCS#10 format. However certain CAs will only accept requests containing no attributes in an invalid form: this option produces this invalid format. More precisely the Attributes in a PKCS#10 certificate request are defined as a SET OF Attribute. They are not OPTIONAL so if no attributes are present then they should be encoded as an empty SET OF. The invalid form does not include the empty SET OF whereas the correct form does. It should be noted that very few CAs still require the use of this option. -newhdr Adds the word NEW to the PEM file header and footer lines on the outputed request. Some software (Netscape certificate server) and some CAs need this. -batch non-interactive mode. -verbose print extra details about the operations being per- formed. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms.
The configuration options are specified in the req section of the configuration file. As with all configuration files MirBSD #10-current 2022-12-23 73 OpenSSLtool(1) OpenSSL OpenSSLtool(1) if no value is specified in the specific section (i.e. req) then the initial unnamed or default section is searched too. The options available are described in detail below. input_password output_password The passwords for the input private key file (if present) and the output private key file (if one will be created). The command line options passin and passout override the configuration file values. default_bits This specifies the default key size in bits. If not specified then 512 is used. It is used if the -new option is used. It can be overridden by using the -new- key option. default_keyfile This is the default filename to write a private key to. If not specified the key is written to standard output. This can be overridden by the -keyout option. oid_file This specifies a file containing additional OBJECT IDEN- TIFIERS. Each line of the file should consist of the numerical form of the object identifier followed by white space then the short name followed by white space and finally the long name. oid_section This specifies a section in the configuration file con- taining extra object identifiers. Each line should con- sist of the short name of the object identifier followed by = and the numerical form. The short and long names are the same when this option is used. RANDFILE This specifies a filename in which random number seed information is placed and read from, or an EGD socket (see RAND_egd(3)). It is used for private key genera- tion. encrypt_key If this is set to no then if a private key is generated it is not encrypted. This is equivalent to the -nodes command line option. For compatibility encrypt_rsa_key is an equivalent option. default_md This option specifies the digest algorithm to use. Pos- sible values include md5 sha1. If not present then MD5 is used. This option can be overridden on the command MirBSD #10-current 2022-12-23 74 OpenSSLtool(1) OpenSSL OpenSSLtool(1) line. string_mask This option masks out the use of certain string types in certain fields. Most users will not need to change this option. It can be set to several values default which is also the default option uses PrintableStrings, T61Strings and BMPStrings if the pkix value is used then only Print- ableStrings and BMPStrings will be used. This follows the PKIX recommendation in RFC2459. If the utf8only option is used then only UTF8Strings will be used: this is the PKIX recommendation in RFC2459 after 2003. Finally the nombstr option just uses PrintableStrings and T61Strings: certain software has problems with BMPStrings and UTF8Strings: in particular Netscape. req_extensions this specifies the configuration file section containing a list of extensions to add to the certificate request. It can be overridden by the -reqexts command line switch. x509_extensions this specifies the configuration file section containing a list of extensions to add to certificate generated when the -x509 switch is used. It can be overridden by the -extensions command line switch. prompt if set to the value no this disables prompting of certi- ficate fields and just takes values from the config file directly. It also changes the expected format of the distinguished_name and attributes sections. utf8 if set to the value yes then field values to be inter- preted as UTF8 strings, by default they are interpreted as ASCII. This means that the field values, whether prompted from a terminal or obtained from a configura- tion file, must be valid UTF8 strings. attributes this specifies the section containing any request attri- butes: its format is the same as distinguished_name. Typically these may contain the challengePassword or unstructuredName types. They are currently ignored by OpenSSL's request signing utilities but some CAs might want them. distinguished_name MirBSD #10-current 2022-12-23 75 OpenSSLtool(1) OpenSSL OpenSSLtool(1) This specifies the section containing the distinguished name fields to prompt for when generating a certificate or certificate request. The format is described in the next section.
There are two separate formats for the distinguished name and attribute sections. If the prompt option is set to no then these sections just consist of field names and values: for example, CN=My Name OU=My Organization emailAddress=someone@somewhere.org This allows external programs (e.g. GUI based) to generate a template file with all the field names and values and just pass it to req. An example of this kind of configuration file is contained in the EXAMPLES section. Alternatively if the prompt option is absent or not set to no then the file contains field prompting information. It consists of lines of the form: fieldName="prompt" fieldName_default="default field value" fieldName_min= 2 fieldName_max= 4 "fieldName" is the field name being used, for example com- monName (or CN). The "prompt" string is used to ask the user to enter the relevant details. If the user enters nothing then the default value is used if no default value is present then the field is omitted. A field can still be omitted if a default value is present if the user just enters the '.' character. The number of characters entered must be between the fieldName_min and fieldName_max limits: there may be addi- tional restrictions based on the field being used (for exam- ple countryName can only ever be two characters long and must fit in a PrintableString). Some fields (such as organizationName) can be used more than once in a DN. This presents a problem because configuration files will not recognize the same name occurring twice. To avoid this problem if the fieldName contains some characters followed by a full stop they will be ignored. So for example a second organizationName can be input by calling it "1.organizationName". MirBSD #10-current 2022-12-23 76 OpenSSLtool(1) OpenSSL OpenSSLtool(1) The actual permitted field names are any object identifier short or long names. These are compiled into OpenSSL and include the usual values such as commonName, countryName, localityName, organizationName, organizationUnitName, sta- teOrProvinceName. Additionally emailAddress is include as well as name, surname, givenName initials and dnQualifier. Additional object identifiers can be defined with the oid_file or oid_section options in the configuration file. Any additional fields will be treated as though they were a DirectoryString.
Examine and verify certificate request: openssl req -in req.pem -text -verify -noout Create a private key and then generate a certificate request from it: openssl genrsa -out key.pem 1024 openssl req -new -key key.pem -out req.pem The same but just using req: openssl req -newkey rsa:1024 -keyout key.pem -out req.pem Generate a self signed root certificate: openssl req -x509 -newkey rsa:1024 -keyout key.pem -out req.pem Example of a file pointed to by the oid_file option: 1.2.3.4 shortName A longer Name 1.2.3.6 otherName Other longer Name Example of a section pointed to by oid_section making use of variable expansion: testoid1=1.2.3.5 testoid2=${testoid1}.6 Sample configuration file prompting for field values: [ req ] default_bits = 1024 default_keyfile = privkey.pem distinguished_name = req_distinguished_name attributes = req_attributes x509_extensions = v3_ca MirBSD #10-current 2022-12-23 77 OpenSSLtool(1) OpenSSL OpenSSLtool(1) dirstring_type = nobmp [ req_distinguished_name ] countryName = Country Name (2 letter code) countryName_default = AU countryName_min = 2 countryName_max = 2 localityName = Locality Name (eg, city) organizationalUnitName = Organizational Unit Name (eg, section) commonName = Common Name (eg, YOUR name) commonName_max = 64 emailAddress = Email Address emailAddress_max = 40 [ req_attributes ] challengePassword = A challenge password challengePassword_min = 4 challengePassword_max = 20 [ v3_ca ] subjectKeyIdentifier=hash authorityKeyIdentifier=keyid:always,issuer:always basicConstraints = CA:true Sample configuration containing all field values: RANDFILE = $ENV::HOME/.rnd [ req ] default_bits = 1024 default_keyfile = keyfile.pem distinguished_name = req_distinguished_name attributes = req_attributes prompt = no output_password = mypass [ req_distinguished_name ] C = GB ST = Test State or Province L = Test Locality O = Organization Name OU = Organizational Unit Name CN = Common Name emailAddress = test@email.address [ req_attributes ] challengePassword = A challenge password MirBSD #10-current 2022-12-23 78 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
The header and footer lines in the PEM format are normally: -----BEGIN CERTIFICATE REQUEST----- -----END CERTIFICATE REQUEST----- some software (some versions of Netscape certificate server) instead needs: -----BEGIN NEW CERTIFICATE REQUEST----- -----END NEW CERTIFICATE REQUEST----- which is produced with the -newhdr option but is otherwise compatible. Either form is accepted transparently on input. The certificate requests generated by Xenroll with MSIE have extensions added. It includes the keyUsage extension which determines the type of key (signature only or general pur- pose) and any additional OIDs entered by the script in an extendedKeyUsage extension.
The following messages are frequently asked about: Using configuration from /some/path/openssl.cnf Unable to load config info This is followed some time later by... unable to find 'distinguished_name' in config problems making Certificate Request The first error message is the clue: it can't find the con- figuration file! Certain operations (like examining a certi- ficate request) don't need a configuration file so its use isn't enforced. Generation of certificates or requests how- ever does need a configuration file. This could be regarded as a bug. Another puzzling message is this: Attributes: a0:00 this is displayed when no attributes are present and the request includes the correct empty SET OF structure (the DER encoding of which is 0xa0 0x00). If you just see: Attributes: then the SET OF is missing and the encoding is technically invalid (but it is tolerated). See the description of the MirBSD #10-current 2022-12-23 79 OpenSSLtool(1) OpenSSL OpenSSLtool(1) command line option -asn1-kludge for more information.
The variable OPENSSL_CONF if defined allows an alternative configuration file location to be specified, it will be overridden by the -config command line switch if it is present. For compatibility reasons the SSLEAY_CONF environ- ment variable serves the same purpose but its use is discouraged.
OpenSSL's handling of T61Strings (aka TeletexStrings) is broken: it effectively treats them as ISO-8859-1 (Latin 1), Netscape and MSIE have similar behaviour. This can cause problems if you need characters that aren't available in PrintableStrings and you don't want to or can't use BMPStrings. As a consequence of the T61String handling the only correct way to represent accented characters in OpenSSL is to use a BMPString: unfortunately Netscape currently chokes on these. If you have to use accented characters with Netscape and MSIE then you currently need to use the invalid T61String form. The current prompting is not very friendly. It doesn't allow you to confirm what you've just entered. Other things like extensions in certificate requests are statically defined in the configuration file. Some of these: like an email address in subjectAltName should be input by the user.
x509(1), ca(1), genrsa(1), gendsa(1), config(5)
rsa - RSA key processing tool
openssl rsa [-inform PEM|NET|DER] [-outform PEM|NET|DER] [-in filename] [-passin arg] [-out filename] [-passout arg] [-sgckey] [-des] [-des3] [-text] [-noout] [-modulus] [-check] [-pubin] [-pubout] [-engine id]
The rsa command processes RSA keys. They can be converted between various forms and their components printed out. Note this command uses the traditional SSLeay compatible format for private key encryption: newer applications should use the more secure PKCS#8 format using the pkcs8 utility.
-inform DER|NET|PEM MirBSD #10-current 2022-12-23 80 OpenSSLtool(1) OpenSSL OpenSSLtool(1) This specifies the input format. The DER option uses an ASN1 DER encoded form compatible with the PKCS#1 RSAPrivateKey or SubjectPublicKeyInfo format. The PEM form is the default format: it consists of the DER for- mat base64 encoded with additional header and footer lines. On input PKCS#8 format private keys are also accepted. The NET form is a format is described in the NOTES section. -outform DER|NET|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read a key from or standard input if this option is not specified. If the key is encrypted a pass phrase will be prompted for. -passin arg the input file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -out filename This specifies the output filename to write a key to or standard output if this option is not specified. If any encryption options are set then a pass phrase will be prompted for. The output filename should not be the same as the input filename. -passout password the output file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -sgckey use the modified NET algorithm used with some versions of Microsoft IIS and SGC keys. -des|-des3 These options encrypt the private key with the DES or triple DES ciphers respectively before outputting it. A pass phrase is prompted for. If none of these options is specified the key is written in plain text. This means that using the rsa utility to read in an encrypted key with no encryption option can be used to remove the pass phrase from a key, or by setting the encryption options it can be use to add or change the pass phrase. These options can only be used with PEM format output files. -text prints out the various public or private key components MirBSD #10-current 2022-12-23 81 OpenSSLtool(1) OpenSSL OpenSSLtool(1) in plain text in addition to the encoded version. -noout this option prevents output of the encoded version of the key. -modulus this option prints out the value of the modulus of the key. -check this option checks the consistency of an RSA private key. -pubin by default a private key is read from the input file: with this option a public key is read instead. -pubout by default a private key is output: with this option a public key will be output instead. This option is automatically set if the input is a public key. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms.
The PEM private key format uses the header and footer lines: -----BEGIN RSA PRIVATE KEY----- -----END RSA PRIVATE KEY----- The PEM public key format uses the header and footer lines: -----BEGIN PUBLIC KEY----- -----END PUBLIC KEY----- The NET form is a format compatible with older Netscape servers and Microsoft IIS .key files, this uses unsalted RC4 for its encryption. It is not very secure and so should only be used when necessary. Some newer version of IIS have additional data in the exported .key files. To use these with the utility, view the file with a binary editor and look for the string "private-key", then trace back to the byte sequence 0x30, 0x82 (this is an ASN1 SEQUENCE). Copy all the data from this point onwards to another file and use that as the input to MirBSD #10-current 2022-12-23 82 OpenSSLtool(1) OpenSSL OpenSSLtool(1) the rsa utility with the -inform NET option. If you get an error after entering the password try the -sgckey option.
To remove the pass phrase on an RSA private key: openssl rsa -in key.pem -out keyout.pem To encrypt a private key using triple DES: openssl rsa -in key.pem -des3 -out keyout.pem To convert a private key from PEM to DER format: openssl rsa -in key.pem -outform DER -out keyout.der To print out the components of a private key to standard output: openssl rsa -in key.pem -text -noout To just output the public part of a private key: openssl rsa -in key.pem -pubout -out pubkey.pem
The command line password arguments don't currently work with NET format. There should be an option that automatically handles .key files, without having to manually edit them.
pkcs8(1), dsa(1), genrsa(1), gendsa(1)
rsautl - RSA utility
openssl rsautl [-in file] [-out file] [-inkey file] [-pubin] [-certin] [-sign] [-verify] [-encrypt] [-decrypt] [-pkcs] [-ssl] [-raw] [-hexdump] [-asn1parse]
The rsautl command can be used to sign, verify, encrypt and decrypt data using the RSA algorithm.
-in filename This specifies the input filename to read data from or standard input if this option is not specified. MirBSD #10-current 2022-12-23 83 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -out filename specifies the output filename to write to or standard output by default. -inkey file the input key file, by default it should be an RSA private key. -pubin the input file is an RSA public key. -certin the input is a certificate containing an RSA public key. -sign sign the input data and output the signed result. This requires and RSA private key. -verify verify the input data and output the recovered data. -encrypt encrypt the input data using an RSA public key. -decrypt decrypt the input data using an RSA private key. -pkcs, -oaep, -ssl, -raw the padding to use: PKCS#1 v1.5 (the default), PKCS#1 OAEP, special padding used in SSL v2 backwards compati- ble handshakes, or no padding, respectively. For signa- tures, only -pkcs and -raw can be used. -hexdump hex dump the output data. -asn1parse asn1parse the output data, this is useful when combined with the -verify option.
rsautl because it uses the RSA algorithm directly can only be used to sign or verify small pieces of data.
Sign some data using a private key: openssl rsautl -sign -in file -inkey key.pem -out sig Recover the signed data MirBSD #10-current 2022-12-23 84 OpenSSLtool(1) OpenSSL OpenSSLtool(1) openssl rsautl -verify -in sig -inkey key.pem Examine the raw signed data: openssl rsautl -verify -in file -inkey key.pem -raw -hexdump 0000 - 00 01 ff ff ff ff ff ff-ff ff ff ff ff ff ff ff ................ 0010 - ff ff ff ff ff ff ff ff-ff ff ff ff ff ff ff ff ................ 0020 - ff ff ff ff ff ff ff ff-ff ff ff ff ff ff ff ff ................ 0030 - ff ff ff ff ff ff ff ff-ff ff ff ff ff ff ff ff ................ 0040 - ff ff ff ff ff ff ff ff-ff ff ff ff ff ff ff ff ................ 0050 - ff ff ff ff ff ff ff ff-ff ff ff ff ff ff ff ff ................ 0060 - ff ff ff ff ff ff ff ff-ff ff ff ff ff ff ff ff ................ 0070 - ff ff ff ff 00 68 65 6c-6c 6f 20 77 6f 72 6c 64 .....hello world The PKCS#1 block formatting is evident from this. If this was done using encrypt and decrypt the block would have been of type 2 (the second byte) and random padding data visible instead of the 0xff bytes. It is possible to analyse the signature of certificates using this utility in conjunction with asn1parse. Consider the self signed example in certs/pca-cert.pem . Running asn1parse as follows yields: openssl asn1parse -in pca-cert.pem 0:d=0 hl=4 l= 742 cons: SEQUENCE 4:d=1 hl=4 l= 591 cons: SEQUENCE 8:d=2 hl=2 l= 3 cons: cont [ 0 ] 10:d=3 hl=2 l= 1 prim: INTEGER :02 13:d=2 hl=2 l= 1 prim: INTEGER :00 16:d=2 hl=2 l= 13 cons: SEQUENCE 18:d=3 hl=2 l= 9 prim: OBJECT :md5WithRSAEncryption 29:d=3 hl=2 l= 0 prim: NULL 31:d=2 hl=2 l= 92 cons: SEQUENCE 33:d=3 hl=2 l= 11 cons: SET 35:d=4 hl=2 l= 9 cons: SEQUENCE 37:d=5 hl=2 l= 3 prim: OBJECT :countryName 42:d=5 hl=2 l= 2 prim: PRINTABLESTRING :AU .... 599:d=1 hl=2 l= 13 cons: SEQUENCE 601:d=2 hl=2 l= 9 prim: OBJECT :md5WithRSAEncryption 612:d=2 hl=2 l= 0 prim: NULL 614:d=1 hl=3 l= 129 prim: BIT STRING The final BIT STRING contains the actual signature. It can be extracted with: openssl asn1parse -in pca-cert.pem -out sig -noout -strparse 614 MirBSD #10-current 2022-12-23 85 OpenSSLtool(1) OpenSSL OpenSSLtool(1) The certificate public key can be extracted with: openssl x509 -in test/testx509.pem -pubout -noout >pubkey.pem The signature can be analysed with: openssl rsautl -in sig -verify -asn1parse -inkey pubkey.pem -pubin 0:d=0 hl=2 l= 32 cons: SEQUENCE 2:d=1 hl=2 l= 12 cons: SEQUENCE 4:d=2 hl=2 l= 8 prim: OBJECT :md5 14:d=2 hl=2 l= 0 prim: NULL 16:d=1 hl=2 l= 16 prim: OCTET STRING 0000 - f3 46 9e aa 1a 4a 73 c9-37 ea 93 00 48 25 08 b5 .F...Js.7...H%.. This is the parsed version of an ASN1 DigestInfo structure. It can be seen that the digest used was md5. The actual part of the certificate that was signed can be extracted with: openssl asn1parse -in pca-cert.pem -out tbs -noout -strparse 4 and its digest computed with: openssl md5 -c tbs MD5(tbs)= f3:46:9e:aa:1a:4a:73:c9:37:ea:93:00:48:25:08:b5 which it can be seen agrees with the recovered value above.
dgst(1), rsa(1), genrsa(1)
s_client - SSL/TLS client program
openssl s_client [-connect host:port] [-verify depth] [-cert filename] [-key filename] [-CApath directory] [-CAfile filename] [-reconnect] [-pause] [-showcerts] [-debug] [-msg] [-nbio_test] [-state] [-nbio] [-crlf] [-ign_eof] [-quiet] [-ssl2] [-ssl3] [-tls1] [-no_ssl2] [-no_ssl3] [-no_tls1] [-bugs] [-cipher cipherlist] [-starttls protocol] [-engine id] [-rand file(s)]
The s_client command implements a generic SSL/TLS client which connects to a remote host using SSL/TLS. It is a very useful diagnostic tool for SSL servers.
-connect host:port This specifies the host and optional port to connect to. If not specified then an attempt is made to connect to MirBSD #10-current 2022-12-23 86 OpenSSLtool(1) OpenSSL OpenSSLtool(1) the local host on port 4433. -cert certname The certificate to use, if one is requested by the server. The default is not to use a certificate. -key keyfile The private key to use. If not specified then the certi- ficate file will be used. -verify depth The verify depth to use. This specifies the maximum length of the server certificate chain and turns on server certificate verification. Currently the verify operation continues after errors so all the problems with a certificate chain can be seen. As a side effect the connection will never fail due to a server certifi- cate verify failure. -CApath directory The directory to use for server certificate verifica- tion. This directory must be in "hash format", see ver- ify for more information. These are also used when building the client certificate chain. -CAfile file A file containing trusted certificates to use during server authentication and to use when attempting to build the client certificate chain. -reconnect reconnects to the same server 5 times using the same session ID, this can be used as a test that session caching is working. -pause pauses 1 second between each read and write call. -showcerts display the whole server certificate chain: normally only the server certificate itself is displayed. -prexit print session information when the program exits. This will always attempt to print out information even if the connection fails. Normally information will only be printed out once if the connection succeeds. This option is useful because the cipher in use may be renegotiated or the connection may fail because a client certificate is required or is requested only after an attempt is made to access a certain URL. Note: the output produced by this option is not always accurate because a MirBSD #10-current 2022-12-23 87 OpenSSLtool(1) OpenSSL OpenSSLtool(1) connection might never have been established. -state prints out the SSL session states. -debug print extensive debugging information including a hex dump of all traffic. -msg show all protocol messages with hex dump. -nbio_test tests non-blocking I/O -nbio turns on non-blocking I/O -crlf this option translated a line feed from the terminal into CR+LF as required by some servers. -ign_eof inhibit shutting down the connection when end of file is reached in the input. -quiet inhibit printing of session and certificate information. This implicitly turns on -ign_eof as well. -ssl2, -ssl3, -tls1, -no_ssl2, -no_ssl3, -no_tls1 these options disable the use of certain SSL or TLS pro- tocols. By default the initial handshake uses a method which should be compatible with all servers and permit them to use SSL v3, SSL v2 or TLS as appropriate. Unfortunately there are a lot of ancient and broken servers in use which cannot handle this technique and will fail to connect. Some servers only work if TLS is turned off with the -no_tls option others will only sup- port SSL v2 and may need the -ssl2 option. -bugs there are several known bug in SSL and TLS implementa- tions. Adding this option enables various workarounds. -cipher cipherlist this allows the cipher list sent by the client to be modified. Although the server determines which cipher suite is used it should take the first supported cipher in the list sent by the client. See the ciphers command for more information. MirBSD #10-current 2022-12-23 88 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -starttls protocol send the protocol-specific message(s) to switch to TLS for communication. protocol is a keyword for the intended protocol. Currently, the only supported key- words are "simple", "jabber", "esmtp", "smtp" and "pop3". The "esmtp" protocol sends out a "EHLO openssl" SMTP command before issuing the "STARTTLS" command. (Nowadays, "smtp" does so, too.) -engine id specifying an engine (by it's unique id string) will cause s_client to attempt to obtain a functional refer- ence to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms. -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others.
If a connection is established with an SSL server then any data received from the server is displayed and any key presses will be sent to the server. When used interactively (which means neither -quiet nor -ign_eof have been given), the session will be renegotiated if the line begins with an R, and if the line begins with a Q or if end of file is reached, the connection will be closed down.
s_client can be used to debug SSL servers. To connect to an SSL HTTP server the command: openssl s_client -connect servername:443 would typically be used (https uses port 443). If the con- nection succeeds then an HTTP command can be given such as "GET /" to retrieve a web page. If the handshake fails then there are several possible causes, if it is nothing obvious like no client certificate then the -bugs, -ssl2, -ssl3, -tls1, -no_ssl2, -no_ssl3, -no_tls1 options can be tried in case it is a buggy server. In particular you should play with these options before sub- mitting a bug report to an OpenSSL mailing list. A frequent problem when attempting to get client certifi- cates working is that a web client complains it has no cer- tificates or gives an empty list to choose from. This is MirBSD #10-current 2022-12-23 89 OpenSSLtool(1) OpenSSL OpenSSLtool(1) normally because the server is not sending the clients cer- tificate authority in its "acceptable CA list" when it requests a certificate. By using s_client the CA list can be viewed and checked. However some servers only request client authentication after a specific URL is requested. To obtain the list in this case it is necessary to use the -prexit option and send an HTTP request for an appropriate page. If a certificate is specified on the command line using the -cert option it will not be used unless the server specifi- cally requests a client certificate. Therefor merely includ- ing a client certificate on the command line is no guarantee that the certificate works. If there are problems verifying a server certificate then the -showcerts option can be used to show the whole chain.
Because this program has a lot of options and also because some of the techniques used are rather old, the C source of s_client is rather hard to read and not a model of how things should be done. A typical SSL client program would be much simpler. The -verify option should really exit if the server verifi- cation fails. The -prexit option is a bit of a hack. We should really report information whenever a session is renegotiated.
sess_id(1), s_server(1), ciphers(1)
s_server - SSL/TLS server program
openssl s_server [-accept port] [-context id] [-verify depth] [-Verify depth] [-cert filename] [-key keyfile] [-dcert filename] [-dkey keyfile] [-dhparam filename] [-nbio] [-nbio_test] [-crlf] [-debug] [-msg] [-state] [-CApath directory] [-CAfile filename] [-nocert] [-cipher cipherlist] [-quiet] [-no_tmp_rsa] [-ssl2] [-ssl3] [-tls1] [-no_ssl2] [-no_ssl3] [-no_tls1] [-no_dhe] [-bugs] [-hack] [-www] [-WWW] [-HTTP] [-engine id] [-id_prefix arg] [-rand file(s)]
The s_server command implements a generic SSL/TLS server which listens for connections on a given port using SSL/TLS. MirBSD #10-current 2022-12-23 90 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
-accept port the TCP port to listen on for connections. If not speci- fied 4433 is used. -context id sets the SSL context id. It can be given any string value. If this option is not present a default value will be used. -cert certname The certificate to use, most servers cipher suites require the use of a certificate and some require a cer- tificate with a certain public key type: for example the DSS cipher suites require a certificate containing a DSS (DSA) key. If not specified then the filename "server.pem" will be used. -key keyfile The private key to use. If not specified then the certi- ficate file will be used. -dcert filename, -dkey keyname specify an additional certificate and private key, these behave in the same manner as the -cert and -key options except there is no default if they are not specified (no additional certificate and key is used). As noted above some cipher suites require a certificate containing a key of a certain type. Some cipher suites need a certi- ficate carrying an RSA key and some a DSS (DSA) key. By using RSA and DSS certificates and keys a server can support clients which only support RSA or DSS cipher suites by using an appropriate certificate. -nocert if this option is set then no certificate is used. This restricts the cipher suites available to the anonymous ones (currently just anonymous DH). -dhparam filename the DH parameter file to use. The ephemeral DH cipher suites generate keys using a set of DH parameters. If not specified then an attempt is made to load the param- eters from the server certificate file. If this fails then a static set of parameters hard coded into the s_server program will be used. -no_dhe if this option is set then no DH parameters will be loaded effectively disabling the ephemeral DH cipher suites. MirBSD #10-current 2022-12-23 91 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -no_tmp_rsa certain export cipher suites sometimes use a temporary RSA key, this option disables temporary RSA key genera- tion. -verify depth, -Verify depth The verify depth to use. This specifies the maximum length of the client certificate chain and makes the server request a certificate from the client. With the -verify option a certificate is requested but the client does not have to send one, with the -Verify option the client must supply a certificate or an error occurs. -CApath directory The directory to use for client certificate verifica- tion. This directory must be in "hash format", see ver- ify for more information. These are also used when building the server certificate chain. -CAfile file A file containing trusted certificates to use during client authentication and to use when attempting to build the server certificate chain. The list is also used in the list of acceptable client CAs passed to the client when a certificate is requested. -state prints out the SSL session states. -debug print extensive debugging information including a hex dump of all traffic. -msg show all protocol messages with hex dump. -nbio_test tests non blocking I/O -nbio turns on non blocking I/O -crlf this option translated a line feed from the terminal into CR+LF. -quiet inhibit printing of session and certificate information. -ssl2, -ssl3, -tls1, -no_ssl2, -no_ssl3, -no_tls1 these options disable the use of certain SSL or TLS pro- tocols. By default the initial handshake uses a method MirBSD #10-current 2022-12-23 92 OpenSSLtool(1) OpenSSL OpenSSLtool(1) which should be compatible with all servers and permit them to use SSL v3, SSL v2 or TLS as appropriate. -bugs there are several known bug in SSL and TLS implementa- tions. Adding this option enables various workarounds. -hack this option enables a further workaround for some some early Netscape SSL code (?). -cipher cipherlist this allows the cipher list used by the server to be modified. When the client sends a list of supported ciphers the first client cipher also included in the server list is used. Because the client specifies the preference order, the order of the server cipherlist irrelevant. See the ciphers command for more informa- tion. -www sends a status message back to the client when it con- nects. This includes lots of information about the ciphers used and various session parameters. The output is in HTML format so this option will normally be used with a web browser. -WWW emulates a simple web server. Pages will be resolved relative to the current directory, for example if the URL https://myhost/page.html is requested the file ./page.html will be loaded. -HTTP emulates a simple web server. Pages will be resolved relative to the current directory, for example if the URL https://myhost/page.html is requested the file ./page.html will be loaded. The files loaded are assumed to contain a complete and correct HTTP response (lines that are part of the HTTP response line and headers must end with CRLF). -engine id specifying an engine (by it's unique id string) will cause s_server to attempt to obtain a functional refer- ence to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms. -id_prefix arg generate SSL/TLS session IDs prefixed by arg. This is mostly useful for testing any SSL/TLS code (eg. proxies) MirBSD #10-current 2022-12-23 93 OpenSSLtool(1) OpenSSL OpenSSLtool(1) that wish to deal with multiple servers, when each of which might be generating a unique range of session IDs (eg. with a certain prefix). -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others.
If a connection request is established with an SSL client and neither the -www nor the -WWW option has been used then normally any data received from the client is displayed and any key presses will be sent to the client. Certain single letter commands are also recognized which perform special operations: these are listed below. q end the current SSL connection but still accept new con- nections. Q end the current SSL connection and exit. r renegotiate the SSL session. R renegotiate the SSL session and request a client certi- ficate. P send some plain text down the underlying TCP connection: this should cause the client to disconnect due to a pro- tocol violation. S print out some session cache status information.
s_server can be used to debug SSL clients. To accept connec- tions from a web browser the command: openssl s_server -accept 443 -www can be used for example. Most web browsers (in particular Netscape and MSIE) only support RSA cipher suites, so they cannot connect to servers which don't use a certificate carrying an RSA key or a ver- sion of OpenSSL with RSA disabled. Although specifying an empty list of CAs when requesting a client certificate is strictly speaking a protocol viola- tion, some SSL clients interpret this to mean any CA is MirBSD #10-current 2022-12-23 94 OpenSSLtool(1) OpenSSL OpenSSLtool(1) acceptable. This is useful for debugging purposes. The session parameters can printed out using the sess_id program.
Because this program has a lot of options and also because some of the techniques used are rather old, the C source of s_server is rather hard to read and not a model of how things should be done. A typical SSL server program would be much simpler. The output of common ciphers is wrong: it just gives the list of ciphers that OpenSSL recognizes and the client sup- ports. There should be a way for the s_server program to print out details of any unknown cipher suites a client says it sup- ports.
sess_id(1), s_client(1), ciphers(1)
s_time - SSL/TLS performance timing program
openssl s_time [-connect host:port] [-www page] [-cert filename] [-key filename] [-CApath directory] [-CAfile filename] [-reuse] [-new] [-verify depth] [-nbio] [-time seconds] [-ssl2] [-ssl3] [-bugs] [-cipher cipherlist]
The s_client command implements a generic SSL/TLS client which connects to a remote host using SSL/TLS. It can request a page from the server and includes the time to transfer the payload data in its timing measurements. It measures the number of connections within a given timeframe, the amount of data transferred (if any), and calculates the average time spent for one connection.
-connect host:port This specifies the host and optional port to connect to. -www page This specifies the page to GET from the server. A value of '/' gets the index.htm[l] page. If this parameter is not specified, then s_time will only perform the handshake to establish SSL connections but not transfer any payload data. MirBSD #10-current 2022-12-23 95 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -cert certname The certificate to use, if one is requested by the server. The default is not to use a certificate. The file is in PEM format. -key keyfile The private key to use. If not specified then the certi- ficate file will be used. The file is in PEM format. -verify depth The verify depth to use. This specifies the maximum length of the server certificate chain and turns on server certificate verification. Currently the verify operation continues after errors so all the problems with a certificate chain can be seen. As a side effect the connection will never fail due to a server certifi- cate verify failure. -CApath directory The directory to use for server certificate verifica- tion. This directory must be in "hash format", see ver- ify for more information. These are also used when building the client certificate chain. -CAfile file A file containing trusted certificates to use during server authentication and to use when attempting to build the client certificate chain. -new performs the timing test using a new session ID for each connection. If neither -new nor -reuse are specified, they are both on by default and executed in sequence. -reuse performs the timing test using the same session ID; this can be used as a test that session caching is working. If neither -new nor -reuse are specified, they are both on by default and executed in sequence. -nbio turns on non-blocking I/O. -ssl2, -ssl3 these options disable the use of certain SSL or TLS pro- tocols. By default the initial handshake uses a method which should be compatible with all servers and permit them to use SSL v3, SSL v2 or TLS as appropriate. The timing program is not as rich in options to turn proto- cols on and off as the s_client(1) program and may not connect to all servers. MirBSD #10-current 2022-12-23 96 OpenSSLtool(1) OpenSSL OpenSSLtool(1) Unfortunately there are a lot of ancient and broken servers in use which cannot handle this technique and will fail to connect. Some servers only work if TLS is turned off with the -ssl3 option; others will only sup- port SSL v2 and may need the -ssl2 option. -bugs there are several known bug in SSL and TLS implementa- tions. Adding this option enables various workarounds. -cipher cipherlist this allows the cipher list sent by the client to be modified. Although the server determines which cipher suite is used it should take the first supported cipher in the list sent by the client. See the ciphers(1) com- mand for more information. -time length specifies how long (in seconds) s_time should establish connections and optionally transfer payload data from a server. Server and client performance and the link speed determine how many connections s_time can establish.
s_client can be used to measure the performance of an SSL connection. To connect to an SSL HTTP server and get the default page the command openssl s_time -connect servername:443 -www / -CApath yourdir -CAfile yourfile.pem -cipher commoncipher [-ssl3] would typically be used (https uses port 443). 'commonci- pher' is a cipher to which both client and server can agree, see the ciphers(1) command for details. If the handshake fails then there are several possible causes, if it is nothing obvious like no client certificate then the -bugs, -ssl2, -ssl3 options can be tried in case it is a buggy server. In particular you should play with these options before submitting a bug report to an OpenSSL mailing list. A frequent problem when attempting to get client certifi- cates working is that a web client complains it has no cer- tificates or gives an empty list to choose from. This is normally because the server is not sending the clients cer- tificate authority in its "acceptable CA list" when it requests a certificate. By using s_client(1) the CA list can be viewed and checked. However some servers only request client authentication after a specific URL is requested. To obtain the list in this case it is necessary to use the -prexit option of s_client(1) and send an HTTP request for an appropriate page. MirBSD #10-current 2022-12-23 97 OpenSSLtool(1) OpenSSL OpenSSLtool(1) If a certificate is specified on the command line using the -cert option it will not be used unless the server specifi- cally requests a client certificate. Therefor merely includ- ing a client certificate on the command line is no guarantee that the certificate works.
Because this program does not have all the options of the s_client(1) program to turn protocols on and off, you may not be able to measure the performance of all protocols with all servers. The -verify option should really exit if the server verifi- cation fails.
s_client(1), s_server(1), ciphers(1)
sess_id - SSL/TLS session handling utility
openssl sess_id [-inform PEM|DER] [-outform PEM|DER] [-in filename] [-out filename] [-text] [-noout] [-context ID]
The sess_id process the encoded version of the SSL session structure and optionally prints out SSL session details (for example the SSL session master key) in human readable for- mat. Since this is a diagnostic tool that needs some knowledge of the SSL protocol to use properly, most users will not need to use it. -inform DER|PEM This specifies the input format. The DER option uses an ASN1 DER encoded format containing session details. The precise format can vary from one version to the next. The PEM form is the default format: it consists of the DER format base64 encoded with additional header and footer lines. -outform DER|PEM This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read session infor- mation from or standard input by default. -out filename This specifies the output filename to write session information to or standard output if this option is not MirBSD #10-current 2022-12-23 98 OpenSSLtool(1) OpenSSL OpenSSLtool(1) specified. -text prints out the various public or private key components in plain text in addition to the encoded version. -cert if a certificate is present in the session it will be output using this option, if the -text option is also present then it will be printed out in text form. -noout this option prevents output of the encoded version of the session. -context ID this option can set the session id so the output session information uses the supplied ID. The ID can be any string of characters. This option wont normally be used.
Typical output: SSL-Session: Protocol : TLSv1 Cipher : 0016 Session-ID: 871E62626C554CE95488823752CBD5F3673A3EF3DCE9C67BD916C809914B40ED Session-ID-ctx: 01000000 Master-Key: A7CEFC571974BE02CAC305269DC59F76EA9F0B180CB6642697A68251F2D2BB57E51DBBB4C7885573192AE9AEE220FACD Key-Arg : None Start Time: 948459261 Timeout : 300 (sec) Verify return code 0 (ok) Theses are described below in more detail. Protocol this is the protocol in use TLSv1, SSLv3 or SSLv2. Cipher the cipher used this is the actual raw SSL or TLS cipher code, see the SSL or TLS specifications for more infor- mation. Session-ID the SSL session ID in hex format. Session-ID-ctx the session ID context in hex format. Master-Key this is the SSL session master key. MirBSD #10-current 2022-12-23 99 OpenSSLtool(1) OpenSSL OpenSSLtool(1) Key-Arg the key argument, this is only used in SSL v2. Start Time this is the session start time represented as an integer in standard Unix format. Timeout the timeout in seconds. Verify return code this is the return code when an SSL client certificate is verified.
The PEM encoded session format uses the header and footer lines: -----BEGIN SSL SESSION PARAMETERS----- -----END SSL SESSION PARAMETERS----- Since the SSL session output contains the master key it is possible to read the contents of an encrypted session using this information. Therefore appropriate security precautions should be taken if the information is being output by a "real" application. This is however strongly discouraged and should only be used for debugging purposes.
The cipher and start time should be printed out in human readable form.
ciphers(1), s_server(1)
smime - S/MIME utility
openssl smime [-encrypt] [-decrypt] [-sign] [-verify] [-pk7out] [-des] [-des3] [-rc2-40] [-rc2-64] [-rc2-128] [-aes128] [-aes192] [-aes256] [-in file] [-certfile file] [-signer file] [-recip file] [-inform SMIME|PEM|DER] [-pas- sin arg] [-inkey file] [-out file] [-outform SMIME|PEM|DER] [-content file] [-to addr] [-from ad] [-subject s] [-text] [-rand file(s)] [cert.pem]...
The smime command handles S/MIME mail. It can encrypt, decrypt, sign and verify S/MIME messages. MirBSD #10-current 2022-12-23 100 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
There are five operation options that set the type of opera- tion to be performed. The meaning of the other options varies according to the operation type. -encrypt encrypt mail for the given recipient certificates. Input file is the message to be encrypted. The output file is the encrypted mail in MIME format. -decrypt decrypt mail using the supplied certificate and private key. Expects an encrypted mail message in MIME format for the input file. The decrypted mail is written to the output file. -sign sign mail using the supplied certificate and private key. Input file is the message to be signed. The signed message in MIME format is written to the output file. -verify verify signed mail. Expects a signed mail message on input and outputs the signed data. Both clear text and opaque signing is supported. -pk7out takes an input message and writes out a PEM encoded PKCS#7 structure. -in filename the input message to be encrypted or signed or the MIME message to be decrypted or verified. -inform SMIME|PEM|DER this specifies the input format for the PKCS#7 struc- ture. The default is SMIME which reads an S/MIME format message. PEM and DER format change this to expect PEM and DER format PKCS#7 structures instead. This currently only affects the input format of the PKCS#7 structure, if no PKCS#7 structure is being input (for example with -encrypt or -sign) this option has no effect. -out filename the message text that has been decrypted or verified or the output MIME format message that has been signed or verified. -outform SMIME|PEM|DER this specifies the output format for the PKCS#7 struc- ture. The default is SMIME which write an S/MIME format message. PEM and DER format change this to write PEM and MirBSD #10-current 2022-12-23 101 OpenSSLtool(1) OpenSSL OpenSSLtool(1) DER format PKCS#7 structures instead. This currently only affects the output format of the PKCS#7 structure, if no PKCS#7 structure is being output (for example with -verify or -decrypt) this option has no effect. -content filename This specifies a file containing the detached content, this is only useful with the -verify command. This is only usable if the PKCS#7 structure is using the detached signature form where the content is not included. This option will override any content if the input format is S/MIME and it uses the multipart/signed MIME content type. -text this option adds plain text (text/plain) MIME headers to the supplied message if encrypting or signing. If decrypting or verifying it strips off text headers: if the decrypted or verified message is not of MIME type text/plain then an error occurs. -CAfile file a file containing trusted CA certificates, only used with -verify. -CApath dir a directory containing trusted CA certificates, only used with -verify. This directory must be a standard certificate directory: that is a hash of each subject name (using x509 -hash) should be linked to each certi- ficate. -des -des3 -rc2-40 -rc2-64 -rc2-128 -aes128 -aes192 -aes256 the encryption algorithm to use. DES (56 bits), triple DES (168 bits), 40, 64 or 128 bit RC2 or 128, 192 or 256 bit AES respectively. If not specified triple DES is used. Only used with -encrypt. -nointern when verifying a message normally certificates (if any) included in the message are searched for the signing certificate. With this option only the certificates specified in the -certfile option are used. The supplied certificates can still be used as untrusted CAs however. -noverify do not verify the signers certificate of a signed mes- sage. -nochain do not do chain verification of signers certificates: that is don't use the certificates in the signed message MirBSD #10-current 2022-12-23 102 OpenSSLtool(1) OpenSSL OpenSSLtool(1) as untrusted CAs. -nosigs don't try to verify the signatures on the message. -nocerts when signing a message the signer's certificate is nor- mally included with this option it is excluded. This will reduce the size of the signed message but the verifier must have a copy of the signers certificate available locally (passed using the -certfile option for example). -noattr normally when a message is signed a set of attributes are included which include the signing time and sup- ported symmetric algorithms. With this option they are not included. -binary normally the input message is converted to "canonical" format which is effectively using CR and LF as end of line: as required by the S/MIME specification. When this option is present no translation occurs. This is useful when handling binary data which may not be in MIME for- mat. -nodetach when signing a message use opaque signing: this form is more resistant to translation by mail relays but it can- not be read by mail agents that do not support S/MIME. Without this option cleartext signing with the MIME type multipart/signed is used. -certfile file allows additional certificates to be specified. When signing these will be included with the message. When verifying these will be searched for the signers certi- ficates. The certificates should be in PEM format. -signer file the signers certificate when signing a message. If a message is being verified then the signers certificates will be written to this file if the verification was successful. -recip file the recipients certificate when decrypting a message. This certificate must match one of the recipients of the message or an error occurs. -inkey file MirBSD #10-current 2022-12-23 103 OpenSSLtool(1) OpenSSL OpenSSLtool(1) the private key to use when signing or decrypting. This must match the corresponding certificate. If this option is not specified then the private key must be included in the certificate file specified with the -recip or -signer file. -passin arg the private key password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -rand file(s) a file or files containing random data used to seed the random number generator, or an EGD socket (see RAND_egd(3)). Multiple files can be specified separated by a OS-dependent character. The separator is ; for MS-Windows, , for OpenVMS, and : for all others. cert.pem... one or more certificates of message recipients: used when encrypting a message. -to, -from, -subject the relevant mail headers. These are included outside the signed portion of a message so they may be included manually. If signing then many S/MIME mail clients check the signers certificate's email address matches that specified in the From: address.
The MIME message must be sent without any blank lines between the headers and the output. Some mail programs will automatically add a blank line. Piping the mail directly to sendmail is one way to achieve the correct format. The supplied message to be signed or encrypted must include the necessary MIME headers or many S/MIME clients wont display it properly (if at all). You can use the -text option to automatically add plain text headers. A "signed and encrypted" message is one where a signed mes- sage is then encrypted. This can be produced by encrypting an already signed message: see the examples section. This version of the program only allows one signer per mes- sage but it will verify multiple signers on received mes- sages. Some S/MIME clients choke if a message contains mul- tiple signers. It is possible to sign messages "in parallel" by signing an already signed message. The options -encrypt and -decrypt reflect common usage in S/MIME clients. Strictly speaking these process PKCS#7 MirBSD #10-current 2022-12-23 104 OpenSSLtool(1) OpenSSL OpenSSLtool(1) enveloped data: PKCS#7 encrypted data is used for other pur- poses.
0 the operation was completely successfully. 1 an error occurred parsing the command options. 2 one of the input files could not be read. 3 an error occurred creating the PKCS#7 file or when read- ing the MIME message. 4 an error occurred decrypting or verifying the message. 5 the message was verified correctly but an error occurred writing out the signers certificates.
Create a cleartext signed message: openssl smime -sign -in message.txt -text -out mail.msg \ -signer mycert.pem Create and opaque signed message openssl smime -sign -in message.txt -text -out mail.msg -nodetach \ -signer mycert.pem Create a signed message, include some additional certifi- cates and read the private key from another file: openssl smime -sign -in in.txt -text -out mail.msg \ -signer mycert.pem -inkey mykey.pem -certfile mycerts.pem Send a signed message under Unix directly to sendmail, including headers: openssl smime -sign -in in.txt -text -signer mycert.pem \ -from steve@openssl.org -to someone@somewhere \ -subject "Signed message" | sendmail someone@somewhere Verify a message and extract the signer's certificate if successful: openssl smime -verify -in mail.msg -signer user.pem -out signedtext.txt Send encrypted mail using triple DES: openssl smime -encrypt -in in.txt -from steve@openssl.org \ -to someone@somewhere -subject "Encrypted message" \ -des3 user.pem -out mail.msg MirBSD #10-current 2022-12-23 105 OpenSSLtool(1) OpenSSL OpenSSLtool(1) Sign and encrypt mail: openssl smime -sign -in ml.txt -signer my.pem -text \ | openssl smime -encrypt -out mail.msg \ -from steve@openssl.org -to someone@somewhere \ -subject "Signed and Encrypted message" -des3 user.pem Note: the encryption command does not include the -text option because the message being encrypted already has MIME headers. Decrypt mail: openssl smime -decrypt -in mail.msg -recip mycert.pem -inkey key.pem The output from Netscape form signing is a PKCS#7 structure with the detached signature format. You can use this program to verify the signature by line wrapping the base64 encoded structure and surrounding it with: -----BEGIN PKCS7----- -----END PKCS7----- and using the command, openssl smime -verify -inform PEM -in signature.pem -content content.txt alternatively you can base64 decode the signature and use openssl smime -verify -inform DER -in signature.der -content content.txt
The MIME parser isn't very clever: it seems to handle most messages that I've thrown at it but it may choke on others. The code currently will only write out the signer's certifi- cate to a file: if the signer has a separate encryption cer- tificate this must be manually extracted. There should be some heuristic that determines the correct encryption certi- ficate. Ideally a database should be maintained of a certificates for each email address. The code doesn't currently take note of the permitted sym- metric encryption algorithms as supplied in the SMIMECapa- bilities signed attribute. this means the user has to manu- ally include the correct encryption algorithm. It should store the list of permitted ciphers in a database and only use those. MirBSD #10-current 2022-12-23 106 OpenSSLtool(1) OpenSSL OpenSSLtool(1) No revocation checking is done on the signer's certificate. The current code can only handle S/MIME v2 messages, the more complex S/MIME v3 structures may cause parsing errors.
speed - test library performance
openssl speed [-engine id] [md2] [mdc2] [md4] [md5] [hmac] [sha1] [sha256] [sha512] [rmd160] [rc4] [des-cbc] [des-ede3] [des] [idea-cbc] [rc2-cbc] [rc5-cbc] [bf-cbc] [cast-cbc] [aes-128-cbc] [aes-192-cbc] [aes-256-cbc] [aes] [rsa512] [rsa1024] [rsa2048] [rsa4096] [rsa] [dsa512] [dsa1024] [dsa2048]
This command is used to test the performance of crypto- graphic algorithms.
-engine id specifying an engine (by it's unique id string) will cause speed to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms. [zero or more test algorithms] If any options are given, speed tests those algorithms, otherwise all of the above are tested.
spkac - SPKAC printing and generating utility
openssl spkac [-in filename] [-out filename] [-key keyfile] [-passin arg] [-challenge string] [-pubkey] [-spkac spkac- name] [-spksect section] [-noout] [-verify] [-engine id]
The spkac command processes Netscape signed public key and challenge (SPKAC) files. It can print out their contents, verify the signature and produce its own SPKACs from a sup- plied private key.
-in filename This specifies the input filename to read from or stan- dard input if this option is not specified. Ignored if the -key option is used. MirBSD #10-current 2022-12-23 107 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -out filename specifies the output filename to write to or standard output by default. -key keyfile create an SPKAC file using the private key in keyfile. The -in, -noout, -spksect and -verify options are ignored if present. -passin password the input file password source. For more information about the format of arg see the PASS PHRASE ARGUMENTS section in openssl(1). -challenge string specifies the challenge string if an SPKAC is being created. -spkac spkacname allows an alternative name form the variable containing the SPKAC. The default is "SPKAC". This option affects both generated and input SPKAC files. -spksect section allows an alternative name form the section containing the SPKAC. The default is the default section. -noout don't output the text version of the SPKAC (not used if an SPKAC is being created). -pubkey output the public key of an SPKAC (not used if an SPKAC is being created). -verify verifies the digital signature on the supplied SPKAC. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms.
Print out the contents of an SPKAC: openssl spkac -in spkac.cnf Verify the signature of an SPKAC: MirBSD #10-current 2022-12-23 108 OpenSSLtool(1) OpenSSL OpenSSLtool(1) openssl spkac -in spkac.cnf -noout -verify Create an SPKAC using the challenge string "hello": openssl spkac -key key.pem -challenge hello -out spkac.cnf Example of an SPKAC, (long lines split up for clarity): SPKAC=MIG5MGUwXDANBgkqhkiG9w0BAQEFAANLADBIAkEA1cCoq2Wa3Ixs47uI7F\ PVwHVIPDx5yso105Y6zpozam135a8R0CpoRvkkigIyXfcCjiVi5oWk+6FfPaD03u\ PFoQIDAQABFgVoZWxsbzANBgkqhkiG9w0BAQQFAANBAFpQtY/FojdwkJh1bEIYuc\ 2EeM2KHTWPEepWYeawvHD0gQ3DngSC75YCWnnDdq+NQ3F+X4deMx9AaEglZtULwV\ 4=
A created SPKAC with suitable DN components appended can be fed into the ca utility. SPKACs are typically generated by Netscape when a form is submitted containing the KEYGEN tag as part of the certifi- cate enrollment process. The challenge string permits a primitive form of proof of possession of private key. By checking the SPKAC signature and a random challenge string some guarantee is given that the user knows the private key corresponding to the public key being certified. This is important in some applications. Without this it is possible for a previous SPKAC to be used in a "replay attack".
ca(1)
verify - Utility to verify certificates.
openssl verify [-CApath directory] [-CAfile file] [-purpose purpose] [-untrusted file] [-help] [-issuer_checks] [-ver- bose] [-] [certificates]
The verify command verifies certificate chains.
-CApath directory A directory of trusted certificates. The certificates should have names of the form: hash.0 or have symbolic links to them of this form ("hash" is the hashed certi- ficate subject name: see the -hash option of the x509 utility). Under Unix the c_rehash script will automati- cally create symbolic links to a directory of MirBSD #10-current 2022-12-23 109 OpenSSLtool(1) OpenSSL OpenSSLtool(1) certificates. -CAfile file A file of trusted certificates. The file should contain multiple certificates in PEM format concatenated together. -untrusted file A file of untrusted certificates. The file should con- tain multiple certificates -purpose purpose the intended use for the certificate. Without this option no chain verification will be done. Currently accepted uses are sslclient, sslserver, nssslserver, smimesign, smimeencrypt. See the VERIFY OPERATION sec- tion for more information. -help prints out a usage message. -verbose print extra information about the operations being per- formed. -issuer_checks print out diagnostics relating to searches for the issuer certificate of the current certificate. This shows why each candidate issuer certificate was rejected. However the presence of rejection messages does not itself imply that anything is wrong: during the normal verify process several rejections may take place. - marks the last option. All arguments following this are assumed to be certificate files. This is useful if the first certificate filename begins with a -. certificates one or more certificates to verify. If no certificate filenames are included then an attempt is made to read a certificate from standard input. They should all be in PEM format.
The verify program uses the same functions as the internal SSL and S/MIME verification, therefore this description applies to these verify operations too. There is one crucial difference between the verify opera- tions performed by the verify program: wherever possible an attempt is made to continue after an error whereas normally the verify operation would halt on the first error. This MirBSD #10-current 2022-12-23 110 OpenSSLtool(1) OpenSSL OpenSSLtool(1) allows all the problems with a certificate chain to be determined. The verify operation consists of a number of separate steps. Firstly a certificate chain is built up starting from the supplied certificate and ending in the root CA. It is an error if the whole chain cannot be built up. The chain is built up by looking up the issuers certificate of the current certificate. If a certificate is found which is its own issuer it is assumed to be the root CA. The process of 'looking up the issuers certificate' itself involves a number of steps. In versions of OpenSSL before 0.9.5a the first certificate whose subject name matched the issuer of the current certificate was assumed to be the issuers certificate. In OpenSSL 0.9.6 and later all certifi- cates whose subject name matches the issuer name of the current certificate are subject to further tests. The relevant authority key identifier components of the current certificate (if present) must match the subject key identif- ier (if present) and issuer and serial number of the candi- date issuer, in addition the keyUsage extension of the can- didate issuer (if present) must permit certificate signing. The lookup first looks in the list of untrusted certificates and if no match is found the remaining lookups are from the trusted certificates. The root CA is always looked up in the trusted certificate list: if the certificate to verify is a root certificate then an exact match must be found in the trusted list. The second operation is to check every untrusted certificate's extensions for consistency with the supplied purpose. If the -purpose option is not included then no checks are done. The supplied or "leaf" certificate must have extensions compatible with the supplied purpose and all other certificates must also be valid CA certificates. The precise extensions required are described in more detail in the CERTIFICATE EXTENSIONS section of the x509 utility. The third operation is to check the trust settings on the root CA. The root CA should be trusted for the supplied pur- pose. For compatibility with previous versions of SSLeay and OpenSSL a certificate with no trust settings is considered to be valid for all purposes. The final operation is to check the validity of the certifi- cate chain. The validity period is checked against the current system time and the notBefore and notAfter dates in the certificate. The certificate signatures are also checked at this point. MirBSD #10-current 2022-12-23 111 OpenSSLtool(1) OpenSSL OpenSSLtool(1) If all operations complete successfully then certificate is considered valid. If any operation fails then the certifi- cate is not valid.
When a verify operation fails the output messages can be somewhat cryptic. The general form of the error message is: server.pem: /C=AU/ST=Queensland/O=CryptSoft Pty Ltd/CN=Test CA (1024 bit) error 24 at 1 depth lookup:invalid CA certificate The first line contains the name of the certificate being verified followed by the subject name of the certificate. The second line contains the error number and the depth. The depth is number of the certificate being verified when a problem was detected starting with zero for the certificate being verified itself then 1 for the CA that signed the cer- tificate and so on. Finally a text version of the error number is presented. An exhaustive list of the error codes and messages is shown below, this also includes the name of the error code as defined in the header file x509_vfy.h Some of the error codes are defined but never returned: these are described as "unused". 0 X509_V_OK: ok the operation was successful. 2 X509_V_ERR_UNABLE_TO_GET_ISSUER_CERT: unable to get issuer cer- tificate the issuer certificate could not be found: this occurs if the issuer certificate of an untrusted certificate cannot be found. 3 X509_V_ERR_UNABLE_TO_GET_CRL unable to get certificate CRL the CRL of a certificate could not be found. Unused. 4 X509_V_ERR_UNABLE_TO_DECRYPT_CERT_SIGNATURE: unable to decrypt certificate's signature the certificate signature could not be decrypted. This means that the actual signature value could not be determined rather than it not matching the expected value, this is only meaningful for RSA keys. 5 X509_V_ERR_UNABLE_TO_DECRYPT_CRL_SIGNATURE: unable to decrypt CRL's signature the CRL signature could not be decrypted: this means that the actual signature value could not be determined rather than it not matching the expected value. Unused. 6 X509_V_ERR_UNABLE_TO_DECODE_ISSUER_PUBLIC_KEY: unable to decode MirBSD #10-current 2022-12-23 112 OpenSSLtool(1) OpenSSL OpenSSLtool(1) issuer public key the public key in the certificate SubjectPublicKeyInfo could not be read. 7 X509_V_ERR_CERT_SIGNATURE_FAILURE: certificate signature failure the signature of the certificate is invalid. 8 X509_V_ERR_CRL_SIGNATURE_FAILURE: CRL signature failure the signature of the certificate is invalid. Unused. 9 X509_V_ERR_CERT_NOT_YET_VALID: certificate is not yet valid the certificate is not yet valid: the notBefore date is after the current time. 10 X509_V_ERR_CERT_HAS_EXPIRED: certificate has expired the certificate has expired: that is the notAfter date is before the current time. 11 X509_V_ERR_CRL_NOT_YET_VALID: CRL is not yet valid the CRL is not yet valid. Unused. 12 X509_V_ERR_CRL_HAS_EXPIRED: CRL has expired the CRL has expired. Unused. 13 X509_V_ERR_ERROR_IN_CERT_NOT_BEFORE_FIELD: format error in certificate's notBefore field the certificate notBefore field contains an invalid time. 14 X509_V_ERR_ERROR_IN_CERT_NOT_AFTER_FIELD: format error in certificate's notAfter field the certificate notAfter field contains an invalid time. 15 X509_V_ERR_ERROR_IN_CRL_LAST_UPDATE_FIELD: format error in CRL's lastUpdate field the CRL lastUpdate field contains an invalid time. Unused. 16 X509_V_ERR_ERROR_IN_CRL_NEXT_UPDATE_FIELD: format error in CRL's nextUpdate field the CRL nextUpdate field contains an invalid time. Unused. 17 X509_V_ERR_OUT_OF_MEM: out of memory an error occurred trying to allocate memory. This should never happen. 18 X509_V_ERR_DEPTH_ZERO_SELF_SIGNED_CERT: self signed certifi- cate the passed certificate is self signed and the same cer- tificate cannot be found in the list of trusted MirBSD #10-current 2022-12-23 113 OpenSSLtool(1) OpenSSL OpenSSLtool(1) certificates. 19 X509_V_ERR_SELF_SIGNED_CERT_IN_CHAIN: self signed certificate in certificate chain the certificate chain could be built up using the untrusted certificates but the root could not be found locally. 20 X509_V_ERR_UNABLE_TO_GET_ISSUER_CERT_LOCALLY: unable to get local issuer certificate the issuer certificate of a locally looked up certifi- cate could not be found. This normally means the list of trusted certificates is not complete. 21 X509_V_ERR_UNABLE_TO_VERIFY_LEAF_SIGNATURE: unable to verify the first certificate no signatures could be verified because the chain con- tains only one certificate and it is not self signed. 22 X509_V_ERR_CERT_CHAIN_TOO_LONG: certificate chain too long the certificate chain length is greater than the sup- plied maximum depth. Unused. 23 X509_V_ERR_CERT_REVOKED: certificate revoked the certificate has been revoked. Unused. 24 X509_V_ERR_INVALID_CA: invalid CA certificate a CA certificate is invalid. Either it is not a CA or its extensions are not consistent with the supplied pur- pose. 25 X509_V_ERR_PATH_LENGTH_EXCEEDED: path length constraint exceeded the basicConstraints pathlength parameter has been exceeded. 26 X509_V_ERR_INVALID_PURPOSE: unsupported certificate purpose the supplied certificate cannot be used for the speci- fied purpose. 27 X509_V_ERR_CERT_UNTRUSTED: certificate not trusted the root CA is not marked as trusted for the specified purpose. 28 X509_V_ERR_CERT_REJECTED: certificate rejected the root CA is marked to reject the specified purpose. 29 X509_V_ERR_SUBJECT_ISSUER_MISMATCH: subject issuer mismatch the current candidate issuer certificate was rejected because its subject name did not match the issuer name of the current certificate. Only displayed when the -issuer_checks option is set. MirBSD #10-current 2022-12-23 114 OpenSSLtool(1) OpenSSL OpenSSLtool(1) 30 X509_V_ERR_AKID_SKID_MISMATCH: authority and subject key iden- tifier mismatch the current candidate issuer certificate was rejected because its subject key identifier was present and did not match the authority key identifier current certifi- cate. Only displayed when the -issuer_checks option is set. 31 X509_V_ERR_AKID_ISSUER_SERIAL_MISMATCH: authority and issuer serial number mismatch the current candidate issuer certificate was rejected because its issuer name and serial number was present and did not match the authority key identifier of the current certificate. Only displayed when the -issuer_checks option is set. 32 X509_V_ERR_KEYUSAGE_NO_CERTSIGN:key usage does not include certificate signing the current candidate issuer certificate was rejected because its keyUsage extension does not permit certifi- cate signing. 50 X509_V_ERR_APPLICATION_VERIFICATION: application verification failure an application specific error. Unused.
Although the issuer checks are a considerable improvement over the old technique they still suffer from limitations in the underlying X509_LOOKUP API. One consequence of this is that trusted certificates with matching subject name must either appear in a file (as specified by the -CAfile option) or a directory (as specified by -CApath. If they occur in both then only the certificates in the file will be recog- nised. Previous versions of OpenSSL assume certificates with match- ing subject name are identical and mishandled them.
x509(1)
version - print OpenSSL version information
openssl version [-a] [-v] [-b] [-o] [-f] [-p]
This command is used to print out version information about OpenSSL. MirBSD #10-current 2022-12-23 115 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
-a all information, this is the same as setting all the other flags. -v the current OpenSSL version. -b the date the current version of OpenSSL was built. -o option information: various options set when the library was built. -c compilation flags. -p platform setting. -d OPENSSLDIR setting.
The output of openssl version -a would typically be used when sending in a bug report.
The -d option was added in OpenSSL 0.9.7.
x509 - Certificate display and signing utility
openssl x509 [-inform DER|PEM|NET] [-outform DER|PEM|NET] [-keyform DER|PEM] [-CAform DER|PEM] [-CAkeyform DER|PEM] [-in filename] [-out filename] [-serial] [-hash] [-issuer_hash] [-issuer_hash_old] [-subject_hash] [-subject_hash_old] [-subject] [-issuer] [-nameopt option] [-email] [-startdate] [-enddate] [-purpose] [-dates] [-modulus] [-fingerprint] [-alias] [-noout] [-trustout] [-clrtrust] [-clrreject] [-addtrust arg] [-addreject arg] [-setalias arg] [-days arg] [-set_serial n] [-signkey filename] [-x509toreq] [-req] [-CA filename] [-CAkey filename] [-CAcreateserial] [-CAserial filename] [-text] [-C] [-md2|-md5|-sha1] [-clrext] [-extfile filename] [-extensions section] [-engine id]
The x509 command is a multi purpose certificate utility. It can be used to display certificate information, convert cer- tificates to various forms, sign certificate requests like a "mini CA" or edit certificate trust settings. Since there are a large number of options they will split up into various sections. MirBSD #10-current 2022-12-23 116 OpenSSLtool(1) OpenSSL OpenSSLtool(1)
INPUT, OUTPUT AND GENERAL PURPOSE OPTIONS -inform DER|PEM|NET This specifies the input format normally the command will expect an X509 certificate but this can change if other options such as -req are present. The DER format is the DER encoding of the certificate and PEM is the base64 encoding of the DER encoding with header and footer lines added. The NET option is an obscure Netscape server format that is now obsolete. -outform DER|PEM|NET This specifies the output format, the options have the same meaning as the -inform option. -in filename This specifies the input filename to read a certificate from or standard input if this option is not specified. -out filename This specifies the output filename to write to or stan- dard output by default. -md2|-md5|-sha1 the digest to use. This affects any signing or display option that uses a message digest, such as the -finger- print, -signkey and -CA options. If not specified then MD5 is used. If the key being used to sign with is a DSA key then this option has no effect: SHA1 is always used with DSA keys. -engine id specifying an engine (by it's unique id string) will cause req to attempt to obtain a functional reference to the specified engine, thus initialising it if needed. The engine will then be set as the default for all available algorithms. DISPLAY OPTIONS Note: the -alias and -purpose options are also display options but are described in the TRUST SETTINGS section. -text prints out the certificate in text form. Full details are output including the public key, signature algo- rithms, issuer and subject names, serial number any extensions present and any trust settings. -certopt option customise the output format used with -text. The option MirBSD #10-current 2022-12-23 117 OpenSSLtool(1) OpenSSL OpenSSLtool(1) argument can be a single option or multiple options separated by commas. The -certopt switch may be also be used more than once to set multiple options. See the TEXT OPTIONS section for more information. -noout this option prevents output of the encoded version of the request. -modulus this option prints out the value of the modulus of the public key contained in the certificate. -serial outputs the certificate serial number. -hash outputs the "hash" of the certificate subject name. This is used in OpenSSL to form an index to allow certifi- cates in a directory to be looked up by subject name. -issuer_hash outputs the OpenSSL 1.x hash of the certificate issuer. -issuer_hash_old outputs the OpenSSL 0.x hash of the certificate issuer. -subject_hash outputs the OpenSSL 1.x hash of the certificate subject. -subject_hash_old outputs the OpenSSL 0.x hash of the certificate subject. The -hash option is currently aliased to this option, and is aliased to -subject_hash in future OpenSSL ver- sions. -subject outputs the subject name. -issuer outputs the issuer name. -nameopt option option which determines how the subject or issuer names are displayed. The option argument can be a single option or multiple options separated by commas. Alter- natively the -nameopt switch may be used more than once to set multiple options. See the NAME OPTIONS section for more information. -email outputs the email address(es) if any. MirBSD #10-current 2022-12-23 118 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -startdate prints out the start date of the certificate, that is the notBefore date. -enddate prints out the expiry date of the certificate, that is the notAfter date. -dates prints out the start and expiry dates of a certificate. -fingerprint prints out the digest of the DER encoded version of the whole certificate (see digest options). -C this outputs the certificate in the form of a C source file. TRUST SETTINGS Please note these options are currently experimental and may well change. A trusted certificate is an ordinary certificate which has several additional pieces of information attached to it such as the permitted and prohibited uses of the certificate and an "alias". Normally when a certificate is being verified at least one certificate must be "trusted". By default a trusted certifi- cate must be stored locally and must be a root CA: any cer- tificate chain ending in this CA is then usable for any pur- pose. Trust settings currently are only used with a root CA. They allow a finer control over the purposes the root CA can be used for. For example a CA may be trusted for SSL client but not SSL server use. See the description of the verify utility for more informa- tion on the meaning of trust settings. Future versions of OpenSSL will recognize trust settings on any certificate: not just root CAs. -trustout this causes x509 to output a trusted certificate. An ordinary or trusted certificate can be input but by default an ordinary certificate is output and any trust settings are discarded. With the -trustout option a trusted certificate is output. A trusted certificate is automatically output if any trust settings are modified. MirBSD #10-current 2022-12-23 119 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -setalias arg sets the alias of the certificate. This will allow the certificate to be referred to using a nickname for exam- ple "Steve's Certificate". -alias outputs the certificate alias, if any. -clrtrust clears all the permitted or trusted uses of the certifi- cate. -clrreject clears all the prohibited or rejected uses of the certi- ficate. -addtrust arg adds a trusted certificate use. Any object name can be used here but currently only clientAuth (SSL client use), serverAuth (SSL server use) and emailProtection (S/MIME email) are used. Other OpenSSL applications may define additional uses. -addreject arg adds a prohibited use. It accepts the same values as the -addtrust option. -purpose this option performs tests on the certificate extensions and outputs the results. For a more complete description see the CERTIFICATE EXTENSIONS section. SIGNING OPTIONS The x509 utility can be used to sign certificates and requests: it can thus behave like a "mini CA". -signkey filename this option causes the input file to be self signed using the supplied private key. If the input file is a certificate it sets the issuer name to the subject name (i.e. makes it self signed) changes the public key to the supplied value and changes the start and end dates. The start date is set to the current time and the end date is set to a value deter- mined by the -days option. Any certificate extensions are retained unless the -clrext option is supplied. If the input is a certificate request then a self signed certificate is created using the supplied private key using the subject name in the request. MirBSD #10-current 2022-12-23 120 OpenSSLtool(1) OpenSSL OpenSSLtool(1) -clrext delete any extensions from a certificate. This option is used when a certificate is being created from another certificate (for example with the -signkey or the -CA options). Normally all extensions are retained. -keyform PEM|DER specifies the format (DER or PEM) of the private key file used in the -signkey option. -days arg specifies the number of days to make a certificate valid for. The default is 30 days. -x509toreq converts a certificate into a certificate request. The -signkey option is used to pass the required private key. -req by default a certificate is expected on input. With this option a certificate request is expected instead. -set_serial n specifies the serial number to use. This option can be used with either the -signkey or -CA options. If used in conjunction with the -CA option the serial number file (as specified by the -CAserial or -CAcreateserial options) is not used. The serial number can be decimal or hex (if preceded by 0x). Negative serial numbers can also be specified but their use is not recommended. -CA filename specifies the CA certificate to be used for signing. When this option is present x509 behaves like a "mini CA". The input file is signed by this CA using this option: that is its issuer name is set to the subject name of the CA and it is digitally signed using the CAs private key. This option is normally combined with the -req option. Without the -req option the input is a certificate which must be self signed. -CAkey filename sets the CA private key to sign a certificate with. If this option is not specified then it is assumed that the CA private key is present in the CA certificate file. -CAserial filename MirBSD #10-current 2022-12-23 121 OpenSSLtool(1) OpenSSL OpenSSLtool(1) sets the CA serial number file to use. When the -CA option is used to sign a certificate it uses a serial number specified in a file. This file con- sist of one line containing an even number of hex digits with the serial number to use. After each use the serial number is incremented and written out to the file again. The default filename consists of the CA certificate file base name with ".srl" appended. For example if the CA certificate file is called "mycacert.pem" it expects to find a serial number file called "mycacert.srl". -CAcreateserial with this option the CA serial number file is created if it does not exist: it will contain the serial number "02" and the certificate being signed will have the 1 as its serial number. Normally if the -CA option is speci- fied and the serial number file does not exist it is an error. -extfile filename file containing certificate extensions to use. If not specified then no extensions are added to the certifi- cate. -extensions section the section to add certificate extensions from. If this option is not specified then the extensions should either be contained in the unnamed (default) section or the default section should contain a variable called "extensions" which contains the section to use. NAME OPTIONS The nameopt command line switch determines how the subject and issuer names are displayed. If no nameopt switch is present the default "oneline" format is used which is compa- tible with previous versions of OpenSSL. Each option is described in detail below, all options can be preceded by a - to turn the option off. Only the first four will normally be used. compat use the old format. This is equivalent to specifying no name options at all. RFC2253 displays names compatible with RFC2253 equivalent to esc_2253, esc_ctrl, esc_msb, utf8, dump_nostr, dump_unknown, dump_der, sep_comma_plus, dn_rev and sname. MirBSD #10-current 2022-12-23 122 OpenSSLtool(1) OpenSSL OpenSSLtool(1) oneline a oneline format which is more readable than RFC2253. It is equivalent to specifying the esc_2253, esc_ctrl, esc_msb, utf8, dump_nostr, dump_der, use_quote, sep_comma_plus_space, space_eq and sname options. multiline a multiline format. It is equivalent esc_ctrl, esc_msb, sep_multiline, space_eq, lname and align. esc_2253 escape the "special" characters required by RFC2253 in a field That is ,+"<>;. Additionally # is escaped at the beginning of a string and a space character at the beginning or end of a string. esc_ctrl escape control characters. That is those with ASCII values less than 0x20 (space) and the delete (0x7f) character. They are escaped using the RFC2253 \XX nota- tion (where XX are two hex digits representing the char- acter value). esc_msb escape characters with the MSB set, that is with ASCII values larger than 127. use_quote escapes some characters by surrounding the whole string with " characters, without the option all escaping is done with the \ character. utf8 convert all strings to UTF8 format first. This is required by RFC2253. If you are lucky enough to have a UTF8 compatible terminal then the use of this option (and not setting esc_msb) may result in the correct display of multibyte (international) characters. Is this option is not present then multibyte characters larger than 0xff will be represented using the format \UXXXX for 16 bits and \WXXXXXXXX for 32 bits. Also if this option is off any UTF8Strings will be converted to their character form first. no_type this option does not attempt to interpret multibyte characters in any way. That is their content octets are merely dumped as though one octet represents each char- acter. This is useful for diagnostic purposes but will result in rather odd looking output. show_type MirBSD #10-current 2022-12-23 123 OpenSSLtool(1) OpenSSL OpenSSLtool(1) show the type of the ASN1 character string. The type precedes the field contents. For example "BMPSTRING: Hello World". dump_der when this option is set any fields that need to be hex- dumped will be dumped using the DER encoding of the field. Otherwise just the content octets will be displayed. Both options use the RFC2253 #XXXX... format. dump_nostr dump non character string types (for example OCTET STRING) if this option is not set then non character string types will be displayed as though each content octet represents a single character. dump_all dump all fields. This option when used with dump_der allows the DER encoding of the structure to be unambigu- ously determined. dump_unknown dump any field whose OID is not recognised by OpenSSL. sep_comma_plus, sep_comma_plus_space, sep_semi_plus_space, sep_multiline these options determine the field separators. The first character is between RDNs and the second between multi- ple AVAs (multiple AVAs are very rare and their use is discouraged). The options ending in "space" additionally place a space after the separator to make it more read- able. The sep_multiline uses a linefeed character for the RDN separator and a spaced + for the AVA separator. It also indents the fields by four characters. dn_rev reverse the fields of the DN. This is required by RFC2253. As a side effect this also reverses the order of multiple AVAs but this is permissible. nofname, sname, lname, oid these options alter how the field name is displayed. nofname does not display the field at all. sname uses the "short name" form (CN for commonName for example). lname uses the long form. oid represents the OID in numerical form and is useful for diagnostic purpose. align align field values for a more readable output. Only usable with sep_multiline. space_eq MirBSD #10-current 2022-12-23 124 OpenSSLtool(1) OpenSSL OpenSSLtool(1) places spaces round the = character which follows the field name. TEXT OPTIONS As well as customising the name output format, it is also possible to customise the actual fields printed using the certopt options when the text option is present. The default behaviour is to print all fields. compatible use the old format. This is equivalent to specifying no output options at all. no_header don't print header information: that is the lines saying "Certificate" and "Data". no_version don't print out the version number. no_serial don't print out the serial number. no_signame don't print out the signature algorithm used. no_validity don't print the validity, that is the notBefore and notAfter fields. no_subject don't print out the subject name. no_issuer don't print out the issuer name. no_pubkey don't print out the public key. no_sigdump don't give a hexadecimal dump of the certificate signa- ture. no_aux don't print out certificate trust information. no_extensions don't print out any X509V3 extensions. ext_default retain default extension behaviour: attempt to print out MirBSD #10-current 2022-12-23 125 OpenSSLtool(1) OpenSSL OpenSSLtool(1) unsupported certificate extensions. ext_error print an error message for unsupported certificate extensions. ext_parse ASN1 parse unsupported extensions. ext_dump hex dump unsupported extensions. ca_default the value used by the ca utility, equivalent to no_issuer, no_pubkey, no_header, no_version, no_sigdump and no_signame.
Note: in these examples the '\' means the example should be all on one line. Display the contents of a certificate: openssl x509 -in cert.pem -noout -text Display the certificate serial number: openssl x509 -in cert.pem -noout -serial Display the certificate subject name: openssl x509 -in cert.pem -noout -subject Display the certificate subject name in RFC2253 form: openssl x509 -in cert.pem -noout -subject -nameopt RFC2253 Display the certificate subject name in oneline form on a terminal supporting UTF8: openssl x509 -in cert.pem -noout -subject -nameopt oneline,-esc_msb Display the certificate MD5 fingerprint: openssl x509 -in cert.pem -noout -fingerprint Display the certificate SHA1 fingerprint: openssl x509 -sha1 -in cert.pem -noout -fingerprint Convert a certificate from PEM to DER format: MirBSD #10-current 2022-12-23 126 OpenSSLtool(1) OpenSSL OpenSSLtool(1) openssl x509 -in cert.pem -inform PEM -out cert.der -outform DER Convert a certificate to a certificate request: openssl x509 -x509toreq -in cert.pem -out req.pem -signkey key.pem Convert a certificate request into a self signed certificate using extensions for a CA: openssl x509 -req -in careq.pem -extfile openssl.cnf -extensions v3_ca \ -signkey key.pem -out cacert.pem Sign a certificate request using the CA certificate above and add user certificate extensions: openssl x509 -req -in req.pem -extfile openssl.cnf -extensions v3_usr \ -CA cacert.pem -CAkey key.pem -CAcreateserial Set a certificate to be trusted for SSL client use and change set its alias to "Steve's Class 1 CA" openssl x509 -in cert.pem -addtrust clientAuth \ -setalias "Steve's Class 1 CA" -out trust.pem
The PEM format uses the header and footer lines: -----BEGIN CERTIFICATE----- -----END CERTIFICATE----- it will also handle files containing: -----BEGIN X509 CERTIFICATE----- -----END X509 CERTIFICATE----- Trusted certificates have the lines -----BEGIN TRUSTED CERTIFICATE----- -----END TRUSTED CERTIFICATE----- The conversion to UTF8 format used with the name options assumes that T61Strings use the ISO8859-1 character set. This is wrong but Netscape and MSIE do this as do many cer- tificates. So although this is incorrect it is more likely to display the majority of certificates correctly. The -fingerprint option takes the digest of the DER encoded certificate. This is commonly called a "fingerprint". Because of the nature of message digests the fingerprint of a certificate is unique to that certificate and two certifi- cates with the same fingerprint can be considered to be the same. MirBSD #10-current 2022-12-23 127 OpenSSLtool(1) OpenSSL OpenSSLtool(1) The Netscape fingerprint uses MD5 whereas MSIE uses SHA1. The -email option searches the subject name and the subject alternative name extension. Only unique email addresses will be printed out: it will not print the same address more than once.
The -purpose option checks the certificate extensions and determines what the certificate can be used for. The actual checks done are rather complex and include various hacks and workarounds to handle broken certificates and software. The same code is used when verifying untrusted certificates in chains so this section is useful if a chain is rejected by the verify code. The basicConstraints extension CA flag is used to determine whether the certificate can be used as a CA. If the CA flag is true then it is a CA, if the CA flag is false then it is not a CA. All CAs should have the CA flag set to true. If the basicConstraints extension is absent then the certi- ficate is considered to be a "possible CA" other extensions are checked according to the intended use of the certifi- cate. A warning is given in this case because the certifi- cate should really not be regarded as a CA: however it is allowed to be a CA to work around some broken software. If the certificate is a V1 certificate (and thus has no extensions) and it is self signed it is also assumed to be a CA but a warning is again given: this is to work around the problem of Verisign roots which are V1 self signed certifi- cates. If the keyUsage extension is present then additional res- traints are made on the uses of the certificate. A CA certi- ficate must have the keyCertSign bit set if the keyUsage extension is present. The extended key usage extension places additional restric- tions on the certificate uses. If this extension is present (whether critical or not) the key can only be used for the purposes specified. A complete description of each test is given below. The com- ments about basicConstraints and keyUsage and V1 certifi- cates above apply to all CA certificates. SSL Client The extended key usage extension must be absent or include the "web client authentication" OID. keyUsage MirBSD #10-current 2022-12-23 128 OpenSSLtool(1) OpenSSL OpenSSLtool(1) must be absent or it must have the digitalSignature bit set. Netscape certificate type must be absent or it must have the SSL client bit set. SSL Client CA The extended key usage extension must be absent or include the "web client authentication" OID. Netscape certificate type must be absent or it must have the SSL CA bit set: this is used as a work around if the basicConstraints extension is absent. SSL Server The extended key usage extension must be absent or include the "web server authentication" and/or one of the SGC OIDs. keyUsage must be absent or it must have the digitalSignature, the keyEncipherment set or both bits set. Netscape certificate type must be absent or have the SSL server bit set. SSL Server CA The extended key usage extension must be absent or include the "web server authentication" and/or one of the SGC OIDs. Netscape certificate type must be absent or the SSL CA bit must be set: this is used as a work around if the basicConstraints extension is absent. Netscape SSL Server For Netscape SSL clients to connect to an SSL server it must have the keyEncipherment bit set if the keyUsage extension is present. This isn't always valid because some cipher suites use the key for digital signing. Oth- erwise it is the same as a normal SSL server. Common S/MIME Client Tests The extended key usage extension must be absent or include the "email protection" OID. Netscape certificate type must be absent or should have the S/MIME bit set. If the S/MIME bit is not set in netscape certificate type then the SSL client bit is tolerated as an alterna- tive but a warning is shown: this is because some Ver- isign certificates don't set the S/MIME bit. S/MIME Signing In addition to the common S/MIME client tests the digi- talSignature bit must be set if the keyUsage extension is present. S/MIME Encryption In addition to the common S/MIME tests the keyEncipher- ment bit must be set if the keyUsage extension is present. MirBSD #10-current 2022-12-23 129 OpenSSLtool(1) OpenSSL OpenSSLtool(1) S/MIME CA The extended key usage extension must be absent or include the "email protection" OID. Netscape certificate type must be absent or must have the S/MIME CA bit set: this is used as a work around if the basicConstraints extension is absent. CRL Signing The keyUsage extension must be absent or it must have the CRL signing bit set. CRL Signing CA The normal CA tests apply. Except in this case the basicConstraints extension must be present.
Extensions in certificates are not transferred to certifi- cate requests and vice versa. It is possible to produce invalid certificates or requests by specifying the wrong private key or using inconsistent options in some cases: these should be checked. There should be options to explicitly set such things as start and end dates rather than an offset from the current time. The code to implement the verify behaviour described in the TRUST SETTINGS is currently being developed. It thus describes the intended behaviour rather than the current behaviour. It is hoped that it will represent reality in OpenSSL 0.9.5 and later.
req(1), ca(1), genrsa(1), gendsa(1), verify(1) MirBSD #10-current 2022-12-23 130