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1=pod
2
3=head1 NAME
4
5smime - S/MIME utility
6
7=head1 SYNOPSIS
8
9B<openssl> B<smime>
169394d4 10[B<-help>]
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11[B<-encrypt>]
12[B<-decrypt>]
13[B<-sign>]
d884c5ba 14[B<-resign>]
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15[B<-verify>]
16[B<-pk7out>]
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17[B<-binary>]
18[B<-crlfeol>]
e5fa864f 19[B<-[cipher]>]
e3775a33 20[B<-in file>]
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21[B<-CAfile file>]
22[B<-CApath dir>]
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23[B<-no-CAfile>]
24[B<-no-CApath>]
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25[B<-attime timestamp>]
26[B<-check_ss_sig>]
27[B<-crl_check>]
28[B<-crl_check_all>]
29[B<-explicit_policy>]
30[B<-extended_crl>]
31[B<-ignore_critical>]
32[B<-inhibit_any>]
33[B<-inhibit_map>]
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34[B<-partial_chain>]
35[B<-policy arg>]
36[B<-policy_check>]
37[B<-policy_print>]
38[B<-purpose purpose>]
39[B<-suiteB_128>]
40[B<-suiteB_128_only>]
41[B<-suiteB_192>]
6d3d5793 42[B<-trusted_first>]
fa7b0111 43[B<-no_alt_chains>]
e42d84be 44[B<-use_deltas>]
fbb82a60 45[B<-auth_level num>]
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46[B<-verify_depth num>]
47[B<-verify_email email>]
48[B<-verify_hostname hostname>]
49[B<-verify_ip ip>]
50[B<-verify_name name>]
51[B<-x509_strict>]
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52[B<-certfile file>]
53[B<-signer file>]
54[B<-recip file>]
fd13f0ee 55[B<-inform SMIME|PEM|DER>]
84b65340 56[B<-passin arg>]
48b53522 57[B<-inkey file_or_id>]
e3775a33 58[B<-out file>]
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59[B<-outform SMIME|PEM|DER>]
60[B<-content file>]
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61[B<-to addr>]
62[B<-from ad>]
63[B<-subject s>]
64[B<-text>]
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65[B<-indef>]
66[B<-noindef>]
67[B<-stream>]
d13e4eb0 68[B<-rand file(s)>]
d884c5ba 69[B<-md digest>]
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70[cert.pem]...
71
72=head1 DESCRIPTION
73
74The B<smime> command handles S/MIME mail. It can encrypt, decrypt, sign and
75verify S/MIME messages.
76
3dfda1a6 77=head1 OPTIONS
e3775a33 78
76b46e77 79There are six operation options that set the type of operation to be performed.
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80The meaning of the other options varies according to the operation type.
81
82=over 4
83
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84=item B<-help>
85
86Print out a usage message.
87
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88=item B<-encrypt>
89
c4de074e 90Encrypt mail for the given recipient certificates. Input file is the message
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91to be encrypted. The output file is the encrypted mail in MIME format.
92
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93Note that no revocation check is done for the recipient cert, so if that
94key has been compromised, others may be able to decrypt the text.
95
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96=item B<-decrypt>
97
c4de074e 98Decrypt mail using the supplied certificate and private key. Expects an
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99encrypted mail message in MIME format for the input file. The decrypted mail
100is written to the output file.
101
102=item B<-sign>
103
c4de074e 104Sign mail using the supplied certificate and private key. Input file is
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105the message to be signed. The signed message in MIME format is written
106to the output file.
107
108=item B<-verify>
109
c4de074e 110Verify signed mail. Expects a signed mail message on input and outputs
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111the signed data. Both clear text and opaque signing is supported.
112
113=item B<-pk7out>
114
c4de074e 115Takes an input message and writes out a PEM encoded PKCS#7 structure.
e3775a33 116
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117=item B<-resign>
118
c4de074e 119Resign a message: take an existing message and one or more new signers.
d884c5ba 120
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121=item B<-in filename>
122
c4de074e 123The input message to be encrypted or signed or the MIME message to
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124be decrypted or verified.
125
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126=item B<-inform SMIME|PEM|DER>
127
c4de074e 128This specifies the input format for the PKCS#7 structure. The default
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129is B<SMIME> which reads an S/MIME format message. B<PEM> and B<DER>
130format change this to expect PEM and DER format PKCS#7 structures
131instead. This currently only affects the input format of the PKCS#7
132structure, if no PKCS#7 structure is being input (for example with
133B<-encrypt> or B<-sign>) this option has no effect.
134
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135=item B<-out filename>
136
c4de074e 137The message text that has been decrypted or verified or the output MIME
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138format message that has been signed or verified.
139
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140=item B<-outform SMIME|PEM|DER>
141
c4de074e 142This specifies the output format for the PKCS#7 structure. The default
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143is B<SMIME> which write an S/MIME format message. B<PEM> and B<DER>
144format change this to write PEM and DER format PKCS#7 structures
145instead. This currently only affects the output format of the PKCS#7
146structure, if no PKCS#7 structure is being output (for example with
147B<-verify> or B<-decrypt>) this option has no effect.
148
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149=item B<-stream -indef -noindef>
150
c4de074e 151The B<-stream> and B<-indef> options are equivalent and enable streaming I/O
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152for encoding operations. This permits single pass processing of data without
153the need to hold the entire contents in memory, potentially supporting very
154large files. Streaming is automatically set for S/MIME signing with detached
155data if the output format is B<SMIME> it is currently off by default for all
156other operations.
157
158=item B<-noindef>
159
c4de074e 160Disable streaming I/O where it would produce and indefinite length constructed
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161encoding. This option currently has no effect. In future streaming will be
162enabled by default on all relevant operations and this option will disable it.
163
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164=item B<-content filename>
165
166This specifies a file containing the detached content, this is only
167useful with the B<-verify> command. This is only usable if the PKCS#7
168structure is using the detached signature form where the content is
169not included. This option will override any content if the input format
170is S/MIME and it uses the multipart/signed MIME content type.
171
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172=item B<-text>
173
c4de074e 174This option adds plain text (text/plain) MIME headers to the supplied
e3775a33 175message if encrypting or signing. If decrypting or verifying it strips
1bc74519 176off text headers: if the decrypted or verified message is not of MIME
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177type text/plain then an error occurs.
178
179=item B<-CAfile file>
180
c4de074e 181A file containing trusted CA certificates, only used with B<-verify>.
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182
183=item B<-CApath dir>
184
c4de074e 185A directory containing trusted CA certificates, only used with
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186B<-verify>. This directory must be a standard certificate directory: that
187is a hash of each subject name (using B<x509 -hash>) should be linked
188to each certificate.
189
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190=item B<-no-CAfile>
191
c4de074e 192Do not load the trusted CA certificates from the default file location.
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193
194=item B<-no-CApath>
195
c4de074e 196Do not load the trusted CA certificates from the default directory location.
40e2d76b 197
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198=item B<-md digest>
199
c4de074e 200Digest algorithm to use when signing or resigning. If not present then the
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201default digest algorithm for the signing key will be used (usually SHA1).
202
e5fa864f 203=item B<-[cipher]>
e3775a33 204
c4de074e 205The encryption algorithm to use. For example DES (56 bits) - B<-des>,
e5fa864f 206triple DES (168 bits) - B<-des3>,
1bc74519 207EVP_get_cipherbyname() function) can also be used preceded by a dash, for
9446daac 208example B<-aes-128-cbc>. See L<B<enc>|enc(1)> for list of ciphers
e5fa864f 209supported by your version of OpenSSL.
d884c5ba 210
6f719f06 211If not specified triple DES is used. Only used with B<-encrypt>.
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212
213=item B<-nointern>
214
c4de074e 215When verifying a message normally certificates (if any) included in
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216the message are searched for the signing certificate. With this option
217only the certificates specified in the B<-certfile> option are used.
218The supplied certificates can still be used as untrusted CAs however.
219
220=item B<-noverify>
221
c4de074e 222Do not verify the signers certificate of a signed message.
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223
224=item B<-nochain>
225
c4de074e 226Do not do chain verification of signers certificates: that is don't
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227use the certificates in the signed message as untrusted CAs.
228
229=item B<-nosigs>
230
c4de074e 231Don't try to verify the signatures on the message.
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232
233=item B<-nocerts>
234
c4de074e 235When signing a message the signer's certificate is normally included
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236with this option it is excluded. This will reduce the size of the
237signed message but the verifier must have a copy of the signers certificate
238available locally (passed using the B<-certfile> option for example).
239
240=item B<-noattr>
241
c4de074e 242Normally when a message is signed a set of attributes are included which
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243include the signing time and supported symmetric algorithms. With this
244option they are not included.
245
246=item B<-binary>
247
c4de074e 248Normally the input message is converted to "canonical" format which is
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249effectively using CR and LF as end of line: as required by the S/MIME
250specification. When this option is present no translation occurs. This
251is useful when handling binary data which may not be in MIME format.
e3775a33 252
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253=item B<-crlfeol>
254
c4de074e 255Normally the output file uses a single B<LF> as end of line. When this
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256option is present B<CRLF> is used instead.
257
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258=item B<-nodetach>
259
c4de074e 260When signing a message use opaque signing: this form is more resistant
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261to translation by mail relays but it cannot be read by mail agents that
262do not support S/MIME. Without this option cleartext signing with
263the MIME type multipart/signed is used.
264
265=item B<-certfile file>
266
c4de074e 267Allows additional certificates to be specified. When signing these will
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268be included with the message. When verifying these will be searched for
269the signers certificates. The certificates should be in PEM format.
270
271=item B<-signer file>
272
c4de074e 273A signing certificate when signing or resigning a message, this option can be
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274used multiple times if more than one signer is required. If a message is being
275verified then the signers certificates will be written to this file if the
276verification was successful.
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277
278=item B<-recip file>
279
c4de074e 280The recipients certificate when decrypting a message. This certificate
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281must match one of the recipients of the message or an error occurs.
282
48b53522 283=item B<-inkey file_or_id>
e3775a33 284
c4de074e 285The private key to use when signing or decrypting. This must match the
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286corresponding certificate. If this option is not specified then the
287private key must be included in the certificate file specified with
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288the B<-recip> or B<-signer> file. When signing this option can be used
289multiple times to specify successive keys.
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290If no engine is used, the argument is taken as a file; if an engine is
291specified, the argument is given to the engine as a key identifier.
e3775a33 292
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293=item B<-passin arg>
294
c4de074e 295The private key password source. For more information about the format of B<arg>
9b86974e 296see the B<PASS PHRASE ARGUMENTS> section in L<openssl(1)>.
84b65340 297
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298=item B<-rand file(s)>
299
c4de074e 300A file or files containing random data used to seed the random number
9b86974e 301generator, or an EGD socket (see L<RAND_egd(3)>).
35ed393e 302Multiple files can be specified separated by an OS-dependent character.
b87ef946 303The separator is B<;> for MS-Windows, B<,> for OpenVMS, and B<:> for
a4cfd178 304all others.
d13e4eb0 305
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306=item B<cert.pem...>
307
c4de074e 308One or more certificates of message recipients: used when encrypting
1bc74519 309a message.
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310
311=item B<-to, -from, -subject>
312
c4de074e 313The relevant mail headers. These are included outside the signed
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314portion of a message so they may be included manually. If signing
315then many S/MIME mail clients check the signers certificate's email
316address matches that specified in the From: address.
317
e42d84be 318=item B<-attime>, B<-check_ss_sig>, B<-crl_check>, B<-crl_check_all>,
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319B<-explicit_policy>, B<-extended_crl>, B<-ignore_critical>, B<-inhibit_any>,
320B<-inhibit_map>, B<-no_alt_chains>, B<-partial_chain>, B<-policy>,
e42d84be 321B<-policy_check>, B<-policy_print>, B<-purpose>, B<-suiteB_128>,
d33def66 322B<-suiteB_128_only>, B<-suiteB_192>, B<-trusted_first>, B<-use_deltas>,
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323B<-auth_level>, B<-verify_depth>, B<-verify_email>, B<-verify_hostname>,
324B<-verify_ip>, B<-verify_name>, B<-x509_strict>
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325
326Set various options of certificate chain verification. See
9b86974e 327L<verify(1)> manual page for details.
e5fa864f 328
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329=back
330
331=head1 NOTES
332
333The MIME message must be sent without any blank lines between the
334headers and the output. Some mail programs will automatically add
335a blank line. Piping the mail directly to sendmail is one way to
336achieve the correct format.
337
3fc9635e 338The supplied message to be signed or encrypted must include the
60250017 339necessary MIME headers or many S/MIME clients won't display it
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340properly (if at all). You can use the B<-text> option to automatically
341add plain text headers.
342
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343A "signed and encrypted" message is one where a signed message is
344then encrypted. This can be produced by encrypting an already signed
3fc9635e 345message: see the examples section.
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346
347This version of the program only allows one signer per message but it
348will verify multiple signers on received messages. Some S/MIME clients
19d2bb57 349choke if a message contains multiple signers. It is possible to sign
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350messages "in parallel" by signing an already signed message.
351
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352The options B<-encrypt> and B<-decrypt> reflect common usage in S/MIME
353clients. Strictly speaking these process PKCS#7 enveloped data: PKCS#7
354encrypted data is used for other purposes.
355
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356The B<-resign> option uses an existing message digest when adding a new
357signer. This means that attributes must be present in at least one existing
358signer using the same message digest or this operation will fail.
359
e4ef2e25 360The B<-stream> and B<-indef> options enable streaming I/O support.
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361As a result the encoding is BER using indefinite length constructed encoding
362and no longer DER. Streaming is supported for the B<-encrypt> operation and the
363B<-sign> operation if the content is not detached.
364
365Streaming is always used for the B<-sign> operation with detached data but
366since the content is no longer part of the PKCS#7 structure the encoding
367remains DER.
368
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369=head1 EXIT CODES
370
371=over 4
372
c8919dde 373=item Z<>0
e3775a33 374
c4de074e 375The operation was completely successfully.
e3775a33 376
c8919dde 377=item Z<>1
e3775a33 378
c4de074e 379An error occurred parsing the command options.
e3775a33 380
c8919dde 381=item Z<>2
e3775a33 382
c4de074e 383One of the input files could not be read.
e3775a33 384
c8919dde 385=item Z<>3
e3775a33 386
c4de074e 387An error occurred creating the PKCS#7 file or when reading the MIME
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388message.
389
c8919dde 390=item Z<>4
e3775a33 391
c4de074e 392An error occurred decrypting or verifying the message.
e3775a33 393
c8919dde 394=item Z<>5
e3775a33 395
c4de074e 396The message was verified correctly but an error occurred writing out
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397the signers certificates.
398
399=back
400
401=head1 EXAMPLES
402
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403Create a cleartext signed message:
404
1675f6eb 405 openssl smime -sign -in message.txt -text -out mail.msg \
1bc74519 406 -signer mycert.pem
3fc9635e 407
0d638dc1 408Create an opaque signed message:
3fc9635e 409
1675f6eb 410 openssl smime -sign -in message.txt -text -out mail.msg -nodetach \
1bc74519 411 -signer mycert.pem
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412
413Create a signed message, include some additional certificates and
414read the private key from another file:
415
1675f6eb 416 openssl smime -sign -in in.txt -text -out mail.msg \
1bc74519 417 -signer mycert.pem -inkey mykey.pem -certfile mycerts.pem
3fc9635e 418
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419Create a signed message with two signers:
420
421 openssl smime -sign -in message.txt -text -out mail.msg \
1bc74519 422 -signer mycert.pem -signer othercert.pem
d884c5ba 423
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424Send a signed message under Unix directly to sendmail, including headers:
425
1675f6eb 426 openssl smime -sign -in in.txt -text -signer mycert.pem \
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427 -from steve@openssl.org -to someone@somewhere \
428 -subject "Signed message" | sendmail someone@somewhere
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429
430Verify a message and extract the signer's certificate if successful:
431
432 openssl smime -verify -in mail.msg -signer user.pem -out signedtext.txt
433
434Send encrypted mail using triple DES:
435
1675f6eb 436 openssl smime -encrypt -in in.txt -from steve@openssl.org \
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437 -to someone@somewhere -subject "Encrypted message" \
438 -des3 user.pem -out mail.msg
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439
440Sign and encrypt mail:
441
1675f6eb 442 openssl smime -sign -in ml.txt -signer my.pem -text \
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443 | openssl smime -encrypt -out mail.msg \
444 -from steve@openssl.org -to someone@somewhere \
445 -subject "Signed and Encrypted message" -des3 user.pem
3fc9635e 446
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447Note: the encryption command does not include the B<-text> option because the
448message being encrypted already has MIME headers.
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449
450Decrypt mail:
451
452 openssl smime -decrypt -in mail.msg -recip mycert.pem -inkey key.pem
453
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454The output from Netscape form signing is a PKCS#7 structure with the
455detached signature format. You can use this program to verify the
456signature by line wrapping the base64 encoded structure and surrounding
457it with:
458
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459 -----BEGIN PKCS7-----
460 -----END PKCS7-----
fd13f0ee 461
1bc74519 462and using the command:
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463
464 openssl smime -verify -inform PEM -in signature.pem -content content.txt
465
0d638dc1 466Alternatively you can base64 decode the signature and use:
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467
468 openssl smime -verify -inform DER -in signature.der -content content.txt
469
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470Create an encrypted message using 128 bit Camellia:
471
472 openssl smime -encrypt -in plain.txt -camellia128 -out mail.msg cert.pem
473
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474Add a signer to an existing message:
475
476 openssl smime -resign -in mail.msg -signer newsign.pem -out mail2.msg
477
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478=head1 BUGS
479
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480The MIME parser isn't very clever: it seems to handle most messages that I've
481thrown at it but it may choke on others.
3fc9635e 482
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483The code currently will only write out the signer's certificate to a file: if
484the signer has a separate encryption certificate this must be manually
485extracted. There should be some heuristic that determines the correct
486encryption certificate.
3fc9635e 487
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488Ideally a database should be maintained of a certificates for each email
489address.
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490
491The code doesn't currently take note of the permitted symmetric encryption
7e0de9e8 492algorithms as supplied in the SMIMECapabilities signed attribute. This means the
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493user has to manually include the correct encryption algorithm. It should store
494the list of permitted ciphers in a database and only use those.
495
496No revocation checking is done on the signer's certificate.
497
498The current code can only handle S/MIME v2 messages, the more complex S/MIME v3
499structures may cause parsing errors.
e3775a33 500
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501=head1 HISTORY
502
503The use of multiple B<-signer> options and the B<-resign> command were first
fb552ac6 504added in OpenSSL 1.0.0
d884c5ba 505
fa7b0111 506The -no_alt_chains options was first added to OpenSSL 1.1.0.
d884c5ba 507
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508=head1 COPYRIGHT
509
c4de074e 510Copyright 2000-2017 The OpenSSL Project Authors. All Rights Reserved.
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511
512Licensed under the OpenSSL license (the "License"). You may not use
513this file except in compliance with the License. You can obtain a copy
514in the file LICENSE in the source distribution or at
515L<https://www.openssl.org/source/license.html>.
516
517=cut