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Diffstat (limited to 'secure/usr.bin/openssl/man/smime.1')
| -rw-r--r-- | secure/usr.bin/openssl/man/smime.1 | 485 |
1 files changed, 485 insertions, 0 deletions
diff --git a/secure/usr.bin/openssl/man/smime.1 b/secure/usr.bin/openssl/man/smime.1 new file mode 100644 index 0000000..eb062ac --- /dev/null +++ b/secure/usr.bin/openssl/man/smime.1 @@ -0,0 +1,485 @@ +.\" Automatically generated by Pod::Man v1.37, Pod::Parser v1.37 +.\" +.\" Standard preamble: +.\" ======================================================================== +.de Sh \" Subsection heading +.br +.if t .Sp +.ne 5 +.PP +\fB\\$1\fR +.PP +.. +.de Sp \" Vertical space (when we can't use .PP) +.if t .sp .5v +.if n .sp +.. +.de Vb \" Begin verbatim text +.ft CW +.nf +.ne \\$1 +.. +.de Ve \" End verbatim text +.ft R +.fi +.. +.\" Set up some character translations and predefined strings. \*(-- will +.\" give an unbreakable dash, \*(PI will give pi, \*(L" will give a left +.\" double quote, and \*(R" will give a right double quote. | will give a +.\" real vertical bar. \*(C+ will give a nicer C++. Capital omega is used to +.\" do unbreakable dashes and therefore won't be available. \*(C` and \*(C' +.\" expand to `' in nroff, nothing in troff, for use with C<>. +.tr \(*W-|\(bv\*(Tr +.ds C+ C\v'-.1v'\h'-1p'\s-2+\h'-1p'+\s0\v'.1v'\h'-1p' +.ie n \{\ +. ds -- \(*W- +. ds PI pi +. if (\n(.H=4u)&(1m=24u) .ds -- \(*W\h'-12u'\(*W\h'-12u'-\" diablo 10 pitch +. if (\n(.H=4u)&(1m=20u) .ds -- \(*W\h'-12u'\(*W\h'-8u'-\" diablo 12 pitch +. ds L" "" +. ds R" "" +. ds C` "" +. ds C' "" +'br\} +.el\{\ +. ds -- \|\(em\| +. ds PI \(*p +. ds L" `` +. ds R" '' +'br\} +.\" +.\" If the F register is turned on, we'll generate index entries on stderr for +.\" titles (.TH), headers (.SH), subsections (.Sh), items (.Ip), and index +.\" entries marked with X<> in POD. Of course, you'll have to process the +.\" output yourself in some meaningful fashion. +.if \nF \{\ +. de IX +. tm Index:\\$1\t\\n%\t"\\$2" +.. +. nr % 0 +. rr F +.\} +.\" +.\" For nroff, turn off justification. Always turn off hyphenation; it makes +.\" way too many mistakes in technical documents. +.hy 0 +.if n .na +.\" +.\" Accent mark definitions (@(#)ms.acc 1.5 88/02/08 SMI; from UCB 4.2). +.\" Fear. Run. Save yourself. No user-serviceable parts. +. \" fudge factors for nroff and troff +.if n \{\ +. ds #H 0 +. ds #V .8m +. ds #F .3m +. ds #[ \f1 +. ds #] \fP +.\} +.if t \{\ +. ds #H ((1u-(\\\\n(.fu%2u))*.13m) +. ds #V .6m +. ds #F 0 +. ds #[ \& +. ds #] \& +.\} +. \" simple accents for nroff and troff +.if n \{\ +. ds ' \& +. ds ` \& +. ds ^ \& +. ds , \& +. ds ~ ~ +. ds / +.\} +.if t \{\ +. ds ' \\k:\h'-(\\n(.wu*8/10-\*(#H)'\'\h"|\\n:u" +. ds ` \\k:\h'-(\\n(.wu*8/10-\*(#H)'\`\h'|\\n:u' +. ds ^ \\k:\h'-(\\n(.wu*10/11-\*(#H)'^\h'|\\n:u' +. ds , \\k:\h'-(\\n(.wu*8/10)',\h'|\\n:u' +. ds ~ \\k:\h'-(\\n(.wu-\*(#H-.1m)'~\h'|\\n:u' +. ds / \\k:\h'-(\\n(.wu*8/10-\*(#H)'\z\(sl\h'|\\n:u' +.\} +. \" troff and (daisy-wheel) nroff accents +.ds : \\k:\h'-(\\n(.wu*8/10-\*(#H+.1m+\*(#F)'\v'-\*(#V'\z.\h'.2m+\*(#F'.\h'|\\n:u'\v'\*(#V' +.ds 8 \h'\*(#H'\(*b\h'-\*(#H' +.ds o \\k:\h'-(\\n(.wu+\w'\(de'u-\*(#H)/2u'\v'-.3n'\*(#[\z\(de\v'.3n'\h'|\\n:u'\*(#] +.ds d- \h'\*(#H'\(pd\h'-\w'~'u'\v'-.25m'\f2\(hy\fP\v'.25m'\h'-\*(#H' +.ds D- D\\k:\h'-\w'D'u'\v'-.11m'\z\(hy\v'.11m'\h'|\\n:u' +.ds th \*(#[\v'.3m'\s+1I\s-1\v'-.3m'\h'-(\w'I'u*2/3)'\s-1o\s+1\*(#] +.ds Th \*(#[\s+2I\s-2\h'-\w'I'u*3/5'\v'-.3m'o\v'.3m'\*(#] +.ds ae a\h'-(\w'a'u*4/10)'e +.ds Ae A\h'-(\w'A'u*4/10)'E +. \" corrections for vroff +.if v .ds ~ \\k:\h'-(\\n(.wu*9/10-\*(#H)'\s-2\u~\d\s+2\h'|\\n:u' +.if v .ds ^ \\k:\h'-(\\n(.wu*10/11-\*(#H)'\v'-.4m'^\v'.4m'\h'|\\n:u' +. \" for low resolution devices (crt and lpr) +.if \n(.H>23 .if \n(.V>19 \ +\{\ +. ds : e +. ds 8 ss +. ds o a +. ds d- d\h'-1'\(ga +. ds D- D\h'-1'\(hy +. ds th \o'bp' +. ds Th \o'LP' +. ds ae ae +. ds Ae AE +.\} +.rm #[ #] #H #V #F C +.\" ======================================================================== +.\" +.IX Title "SMIME 1" +.TH SMIME 1 "2009-06-14" "0.9.8k" "OpenSSL" +.SH "NAME" +smime \- S/MIME utility +.SH "SYNOPSIS" +.IX Header "SYNOPSIS" +\&\fBopenssl\fR \fBsmime\fR +[\fB\-encrypt\fR] +[\fB\-decrypt\fR] +[\fB\-sign\fR] +[\fB\-verify\fR] +[\fB\-pk7out\fR] +[\fB\-des\fR] +[\fB\-des3\fR] +[\fB\-rc2\-40\fR] +[\fB\-rc2\-64\fR] +[\fB\-rc2\-128\fR] +[\fB\-aes128\fR] +[\fB\-aes192\fR] +[\fB\-aes256\fR] +[\fB\-camellia128\fR] +[\fB\-camellia192\fR] +[\fB\-camellia256\fR] +[\fB\-in file\fR] +[\fB\-certfile file\fR] +[\fB\-signer file\fR] +[\fB\-recip file\fR] +[\fB\-inform SMIME|PEM|DER\fR] +[\fB\-passin arg\fR] +[\fB\-inkey file\fR] +[\fB\-out file\fR] +[\fB\-outform SMIME|PEM|DER\fR] +[\fB\-content file\fR] +[\fB\-to addr\fR] +[\fB\-from ad\fR] +[\fB\-subject s\fR] +[\fB\-text\fR] +[\fB\-rand file(s)\fR] +[cert.pem]... +.SH "DESCRIPTION" +.IX Header "DESCRIPTION" +The \fBsmime\fR command handles S/MIME mail. It can encrypt, decrypt, sign and +verify S/MIME messages. +.SH "COMMAND OPTIONS" +.IX Header "COMMAND OPTIONS" +There are five operation options that set the type of operation to be performed. +The meaning of the other options varies according to the operation type. +.IP "\fB\-encrypt\fR" 4 +.IX Item "-encrypt" +encrypt mail for the given recipient certificates. Input file is the message +to be encrypted. The output file is the encrypted mail in \s-1MIME\s0 format. +.IP "\fB\-decrypt\fR" 4 +.IX Item "-decrypt" +decrypt mail using the supplied certificate and private key. Expects an +encrypted mail message in \s-1MIME\s0 format for the input file. The decrypted mail +is written to the output file. +.IP "\fB\-sign\fR" 4 +.IX Item "-sign" +sign mail using the supplied certificate and private key. Input file is +the message to be signed. The signed message in \s-1MIME\s0 format is written +to the output file. +.IP "\fB\-verify\fR" 4 +.IX Item "-verify" +verify signed mail. Expects a signed mail message on input and outputs +the signed data. Both clear text and opaque signing is supported. +.IP "\fB\-pk7out\fR" 4 +.IX Item "-pk7out" +takes an input message and writes out a \s-1PEM\s0 encoded PKCS#7 structure. +.IP "\fB\-in filename\fR" 4 +.IX Item "-in filename" +the input message to be encrypted or signed or the \s-1MIME\s0 message to +be decrypted or verified. +.IP "\fB\-inform SMIME|PEM|DER\fR" 4 +.IX Item "-inform SMIME|PEM|DER" +this specifies the input format for the PKCS#7 structure. The default +is \fB\s-1SMIME\s0\fR which reads an S/MIME format message. \fB\s-1PEM\s0\fR and \fB\s-1DER\s0\fR +format change this to expect \s-1PEM\s0 and \s-1DER\s0 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 +\&\fB\-encrypt\fR or \fB\-sign\fR) this option has no effect. +.IP "\fB\-out filename\fR" 4 +.IX Item "-out filename" +the message text that has been decrypted or verified or the output \s-1MIME\s0 +format message that has been signed or verified. +.IP "\fB\-outform SMIME|PEM|DER\fR" 4 +.IX Item "-outform SMIME|PEM|DER" +this specifies the output format for the PKCS#7 structure. The default +is \fB\s-1SMIME\s0\fR which write an S/MIME format message. \fB\s-1PEM\s0\fR and \fB\s-1DER\s0\fR +format change this to write \s-1PEM\s0 and \s-1DER\s0 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 +\&\fB\-verify\fR or \fB\-decrypt\fR) this option has no effect. +.IP "\fB\-content filename\fR" 4 +.IX Item "-content filename" +This specifies a file containing the detached content, this is only +useful with the \fB\-verify\fR 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 \s-1MIME\s0 content type. +.IP "\fB\-text\fR" 4 +.IX Item "-text" +this option adds plain text (text/plain) \s-1MIME\s0 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 \s-1MIME\s0 +type text/plain then an error occurs. +.IP "\fB\-CAfile file\fR" 4 +.IX Item "-CAfile file" +a file containing trusted \s-1CA\s0 certificates, only used with \fB\-verify\fR. +.IP "\fB\-CApath dir\fR" 4 +.IX Item "-CApath dir" +a directory containing trusted \s-1CA\s0 certificates, only used with +\&\fB\-verify\fR. This directory must be a standard certificate directory: that +is a hash of each subject name (using \fBx509 \-hash\fR) should be linked +to each certificate. +.IP "\fB\-des \-des3 \-rc2\-40 \-rc2\-64 \-rc2\-128 \-aes128 \-aes192 \-aes256 \-camellia128 \-camellia192 \-camellia256\fR" 4 +.IX Item "-des -des3 -rc2-40 -rc2-64 -rc2-128 -aes128 -aes192 -aes256 -camellia128 -camellia192 -camellia256" +the encryption algorithm to use. \s-1DES\s0 (56 bits), triple \s-1DES\s0 (168 bits), +40, 64 or 128 bit \s-1RC2\s0, 128, 192 or 256 bit \s-1AES\s0, or 128, 192 or 256 bit Camellia respectively. If not +specified 40 bit \s-1RC2\s0 is used. Only used with \fB\-encrypt\fR. +.IP "\fB\-nointern\fR" 4 +.IX Item "-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 \fB\-certfile\fR option are used. +The supplied certificates can still be used as untrusted CAs however. +.IP "\fB\-noverify\fR" 4 +.IX Item "-noverify" +do not verify the signers certificate of a signed message. +.IP "\fB\-nochain\fR" 4 +.IX Item "-nochain" +do not do chain verification of signers certificates: that is don't +use the certificates in the signed message as untrusted CAs. +.IP "\fB\-nosigs\fR" 4 +.IX Item "-nosigs" +don't try to verify the signatures on the message. +.IP "\fB\-nocerts\fR" 4 +.IX Item "-nocerts" +when signing a message the signer's certificate is normally 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 \fB\-certfile\fR option for example). +.IP "\fB\-noattr\fR" 4 +.IX Item "-noattr" +normally when a message is signed a set of attributes are included which +include the signing time and supported symmetric algorithms. With this +option they are not included. +.IP "\fB\-binary\fR" 4 +.IX Item "-binary" +normally the input message is converted to \*(L"canonical\*(R" format which is +effectively using \s-1CR\s0 and \s-1LF\s0 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 \s-1MIME\s0 format. +.IP "\fB\-nodetach\fR" 4 +.IX Item "-nodetach" +when signing a message use opaque signing: this form is more resistant +to translation by mail relays but it cannot be read by mail agents that +do not support S/MIME. Without this option cleartext signing with +the \s-1MIME\s0 type multipart/signed is used. +.IP "\fB\-certfile file\fR" 4 +.IX Item "-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 certificates. The certificates should be in \s-1PEM\s0 format. +.IP "\fB\-signer file\fR" 4 +.IX Item "-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. +.IP "\fB\-recip file\fR" 4 +.IX Item "-recip file" +the recipients certificate when decrypting a message. This certificate +must match one of the recipients of the message or an error occurs. +.IP "\fB\-inkey file\fR" 4 +.IX Item "-inkey file" +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 \fB\-recip\fR or \fB\-signer\fR file. +.IP "\fB\-passin arg\fR" 4 +.IX Item "-passin arg" +the private key password source. For more information about the format of \fBarg\fR +see the \fB\s-1PASS\s0 \s-1PHRASE\s0 \s-1ARGUMENTS\s0\fR section in \fIopenssl\fR\|(1). +.IP "\fB\-rand file(s)\fR" 4 +.IX Item "-rand file(s)" +a file or files containing random data used to seed the random number +generator, or an \s-1EGD\s0 socket (see \fIRAND_egd\fR\|(3)). +Multiple files can be specified separated by a OS-dependent character. +The separator is \fB;\fR for MS\-Windows, \fB,\fR for OpenVMS, and \fB:\fR for +all others. +.IP "\fBcert.pem...\fR" 4 +.IX Item "cert.pem..." +one or more certificates of message recipients: used when encrypting +a message. +.IP "\fB\-to, \-from, \-subject\fR" 4 +.IX Item "-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. +.SH "NOTES" +.IX Header "NOTES" +The \s-1MIME\s0 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. +.PP +The supplied message to be signed or encrypted must include the +necessary \s-1MIME\s0 headers or many S/MIME clients wont display it +properly (if at all). You can use the \fB\-text\fR option to automatically +add plain text headers. +.PP +A \*(L"signed and encrypted\*(R" message is one where a signed message is +then encrypted. This can be produced by encrypting an already signed +message: see the examples section. +.PP +This version of the program only allows one signer per message but it +will verify multiple signers on received messages. Some S/MIME clients +choke if a message contains multiple signers. It is possible to sign +messages \*(L"in parallel\*(R" by signing an already signed message. +.PP +The options \fB\-encrypt\fR and \fB\-decrypt\fR reflect common usage in S/MIME +clients. Strictly speaking these process PKCS#7 enveloped data: PKCS#7 +encrypted data is used for other purposes. +.SH "EXIT CODES" +.IX Header "EXIT CODES" +.IP "0" 4 +the operation was completely successfully. +.IP "1" 4 +.IX Item "1" +an error occurred parsing the command options. +.IP "2" 4 +.IX Item "2" +one of the input files could not be read. +.IP "3" 4 +.IX Item "3" +an error occurred creating the PKCS#7 file or when reading the \s-1MIME\s0 +message. +.IP "4" 4 +.IX Item "4" +an error occurred decrypting or verifying the message. +.IP "5" 4 +.IX Item "5" +the message was verified correctly but an error occurred writing out +the signers certificates. +.SH "EXAMPLES" +.IX Header "EXAMPLES" +Create a cleartext signed message: +.PP +.Vb 2 +\& openssl smime -sign -in message.txt -text -out mail.msg \e +\& -signer mycert.pem +.Ve +.PP +Create and opaque signed message +.PP +.Vb 2 +\& openssl smime -sign -in message.txt -text -out mail.msg -nodetach \e +\& -signer mycert.pem +.Ve +.PP +Create a signed message, include some additional certificates and +read the private key from another file: +.PP +.Vb 2 +\& openssl smime -sign -in in.txt -text -out mail.msg \e +\& -signer mycert.pem -inkey mykey.pem -certfile mycerts.pem +.Ve +.PP +Send a signed message under Unix directly to sendmail, including headers: +.PP +.Vb 3 +\& openssl smime -sign -in in.txt -text -signer mycert.pem \e +\& -from steve@openssl.org -to someone@somewhere \e +\& -subject "Signed message" | sendmail someone@somewhere +.Ve +.PP +Verify a message and extract the signer's certificate if successful: +.PP +.Vb 1 +\& openssl smime -verify -in mail.msg -signer user.pem -out signedtext.txt +.Ve +.PP +Send encrypted mail using triple \s-1DES:\s0 +.PP +.Vb 3 +\& openssl smime -encrypt -in in.txt -from steve@openssl.org \e +\& -to someone@somewhere -subject "Encrypted message" \e +\& -des3 user.pem -out mail.msg +.Ve +.PP +Sign and encrypt mail: +.PP +.Vb 4 +\& openssl smime -sign -in ml.txt -signer my.pem -text \e +\& | openssl smime -encrypt -out mail.msg \e +\& -from steve@openssl.org -to someone@somewhere \e +\& -subject "Signed and Encrypted message" -des3 user.pem +.Ve +.PP +Note: the encryption command does not include the \fB\-text\fR option because the message +being encrypted already has \s-1MIME\s0 headers. +.PP +Decrypt mail: +.PP +.Vb 1 +\& openssl smime -decrypt -in mail.msg -recip mycert.pem -inkey key.pem +.Ve +.PP +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: +.PP +.Vb 2 +\& -----BEGIN PKCS7----- +\& -----END PKCS7----- +.Ve +.PP +and using the command, +.PP +.Vb 1 +\& openssl smime -verify -inform PEM -in signature.pem -content content.txt +.Ve +.PP +alternatively you can base64 decode the signature and use +.PP +.Vb 1 +\& openssl smime -verify -inform DER -in signature.der -content content.txt +.Ve +.PP +Create an encrypted message using 128 bit Camellia: +.PP +.Vb 1 +\& openssl smime -encrypt -in plain.txt -camellia128 -out mail.msg cert.pem +.Ve +.SH "BUGS" +.IX Header "BUGS" +The \s-1MIME\s0 parser isn't very clever: it seems to handle most messages that I've thrown +at it but it may choke on others. +.PP +The code currently will only write out the signer's certificate to a file: if the +signer has a separate encryption certificate this must be manually extracted. There +should be some heuristic that determines the correct encryption certificate. +.PP +Ideally a database should be maintained of a certificates for each email address. +.PP +The code doesn't currently take note of the permitted symmetric encryption +algorithms as supplied in the SMIMECapabilities signed attribute. this means the +user has to manually include the correct encryption algorithm. It should store +the list of permitted ciphers in a database and only use those. +.PP +No revocation checking is done on the signer's certificate. +.PP +The current code can only handle S/MIME v2 messages, the more complex S/MIME v3 +structures may cause parsing errors. |
