cms.pod 21 KB

123456789101112131415161718192021222324252627282930313233343536373839404142434445464748495051525354555657585960616263646566676869707172737475767778798081828384858687888990919293949596979899100101102103104105106107108109110111112113114115116117118119120121122123124125126127128129130131132133134135136137138139140141142143144145146147148149150151152153154155156157158159160161162163164165166167168169170171172173174175176177178179180181182183184185186187188189190191192193194195196197198199200201202203204205206207208209210211212213214215216217218219220221222223224225226227228229230231232233234235236237238239240241242243244245246247248249250251252253254255256257258259260261262263264265266267268269270271272273274275276277278279280281282283284285286287288289290291292293294295296297298299300301302303304305306307308309310311312313314315316317318319320321322323324325326327328329330331332333334335336337338339340341342343344345346347348349350351352353354355356357358359360361362363364365366367368369370371372373374375376377378379380381382383384385386387388389390391392393394395396397398399400401402403404405406407408409410411412413414415416417418419420421422423424425426427428429430431432433434435436437438439440441442443444445446447448449450451452453454455456457458459460461462463464465466467468469470471472473474475476477478479480481482483484485486487488489490491492493494495496497498499500501502503504505506507508509510511512513514515516517518519520521522523524525526527528529530531532533534535536537538539540541542543544545546547548549550551552553554555556557558559560561562563564565566567568569570571572573574575576577578579580581582583584585586587588589590591592593594595596597598599600601602603604605606607608609610611612613614615616617618619620621622623624625626627628629630631632633634635636637638639640641642643644645646647648649650651652653654655656657658659660661
  1. =pod
  2. =head1 NAME
  3. cms - CMS utility
  4. =head1 SYNOPSIS
  5. B<openssl> B<cms>
  6. [B<-encrypt>]
  7. [B<-decrypt>]
  8. [B<-sign>]
  9. [B<-verify>]
  10. [B<-cmsout>]
  11. [B<-resign>]
  12. [B<-data_create>]
  13. [B<-data_out>]
  14. [B<-digest_create>]
  15. [B<-digest_verify>]
  16. [B<-compress>]
  17. [B<-uncompress>]
  18. [B<-EncryptedData_encrypt>]
  19. [B<-sign_receipt>]
  20. [B<-verify_receipt receipt>]
  21. [B<-in filename>]
  22. [B<-inform SMIME|PEM|DER>]
  23. [B<-rctform SMIME|PEM|DER>]
  24. [B<-out filename>]
  25. [B<-outform SMIME|PEM|DER>]
  26. [B<-stream -indef -noindef>]
  27. [B<-noindef>]
  28. [B<-content filename>]
  29. [B<-text>]
  30. [B<-noout>]
  31. [B<-print>]
  32. [B<-CAfile file>]
  33. [B<-CApath dir>]
  34. [B<-no_alt_chains>]
  35. [B<-md digest>]
  36. [B<-[cipher]>]
  37. [B<-nointern>]
  38. [B<-no_signer_cert_verify>]
  39. [B<-nocerts>]
  40. [B<-noattr>]
  41. [B<-nosmimecap>]
  42. [B<-binary>]
  43. [B<-nodetach>]
  44. [B<-certfile file>]
  45. [B<-certsout file>]
  46. [B<-signer file>]
  47. [B<-recip file>]
  48. [B<-keyid>]
  49. [B<-receipt_request_all -receipt_request_first>]
  50. [B<-receipt_request_from emailaddress>]
  51. [B<-receipt_request_to emailaddress>]
  52. [B<-receipt_request_print>]
  53. [B<-secretkey key>]
  54. [B<-secretkeyid id>]
  55. [B<-econtent_type type>]
  56. [B<-inkey file>]
  57. [B<-keyopt name:parameter>]
  58. [B<-passin arg>]
  59. [B<-rand file(s)>]
  60. [B<cert.pem...>]
  61. [B<-to addr>]
  62. [B<-from addr>]
  63. [B<-subject subj>]
  64. [cert.pem]...
  65. =head1 DESCRIPTION
  66. The B<cms> command handles S/MIME v3.1 mail. It can encrypt, decrypt, sign and
  67. verify, compress and uncompress S/MIME messages.
  68. =head1 COMMAND OPTIONS
  69. There are fourteen operation options that set the type of operation to be
  70. performed. The meaning of the other options varies according to the operation
  71. type.
  72. =over 4
  73. =item B<-encrypt>
  74. encrypt mail for the given recipient certificates. Input file is the message
  75. to be encrypted. The output file is the encrypted mail in MIME format. The
  76. actual CMS type is <B>EnvelopedData<B>.
  77. =item B<-decrypt>
  78. decrypt mail using the supplied certificate and private key. Expects an
  79. encrypted mail message in MIME format for the input file. The decrypted mail
  80. is written to the output file.
  81. =item B<-debug_decrypt>
  82. this option sets the B<CMS_DEBUG_DECRYPT> flag. This option should be used
  83. with caution: see the notes section below.
  84. =item B<-sign>
  85. sign mail using the supplied certificate and private key. Input file is
  86. the message to be signed. The signed message in MIME format is written
  87. to the output file.
  88. =item B<-verify>
  89. verify signed mail. Expects a signed mail message on input and outputs
  90. the signed data. Both clear text and opaque signing is supported.
  91. =item B<-cmsout>
  92. takes an input message and writes out a PEM encoded CMS structure.
  93. =item B<-resign>
  94. resign a message: take an existing message and one or more new signers.
  95. =item B<-data_create>
  96. Create a CMS B<Data> type.
  97. =item B<-data_out>
  98. B<Data> type and output the content.
  99. =item B<-digest_create>
  100. Create a CMS B<DigestedData> type.
  101. =item B<-digest_verify>
  102. Verify a CMS B<DigestedData> type and output the content.
  103. =item B<-compress>
  104. Create a CMS B<CompressedData> type. OpenSSL must be compiled with B<zlib>
  105. support for this option to work, otherwise it will output an error.
  106. =item B<-uncompress>
  107. Uncompress a CMS B<CompressedData> type and output the content. OpenSSL must be
  108. compiled with B<zlib> support for this option to work, otherwise it will
  109. output an error.
  110. =item B<-EncryptedData_encrypt>
  111. Encrypt content using supplied symmetric key and algorithm using a CMS
  112. B<EncrytedData> type and output the content.
  113. =item B<-sign_receipt>
  114. Generate and output a signed receipt for the supplied message. The input
  115. message B<must> contain a signed receipt request. Functionality is otherwise
  116. similar to the B<-sign> operation.
  117. =item B<-verify_receipt receipt>
  118. Verify a signed receipt in filename B<receipt>. The input message B<must>
  119. contain the original receipt request. Functionality is otherwise similar
  120. to the B<-verify> operation.
  121. =item B<-in filename>
  122. the input message to be encrypted or signed or the message to be decrypted
  123. or verified.
  124. =item B<-inform SMIME|PEM|DER>
  125. this specifies the input format for the CMS structure. The default
  126. is B<SMIME> which reads an S/MIME format message. B<PEM> and B<DER>
  127. format change this to expect PEM and DER format CMS structures
  128. instead. This currently only affects the input format of the CMS
  129. structure, if no CMS structure is being input (for example with
  130. B<-encrypt> or B<-sign>) this option has no effect.
  131. =item B<-rctform SMIME|PEM|DER>
  132. specify the format for a signed receipt for use with the B<-receipt_verify>
  133. operation.
  134. =item B<-out filename>
  135. the message text that has been decrypted or verified or the output MIME
  136. format message that has been signed or verified.
  137. =item B<-outform SMIME|PEM|DER>
  138. this specifies the output format for the CMS structure. The default
  139. is B<SMIME> which writes an S/MIME format message. B<PEM> and B<DER>
  140. format change this to write PEM and DER format CMS structures
  141. instead. This currently only affects the output format of the CMS
  142. structure, if no CMS structure is being output (for example with
  143. B<-verify> or B<-decrypt>) this option has no effect.
  144. =item B<-stream -indef -noindef>
  145. the B<-stream> and B<-indef> options are equivalent and enable streaming I/O
  146. for encoding operations. This permits single pass processing of data without
  147. the need to hold the entire contents in memory, potentially supporting very
  148. large files. Streaming is automatically set for S/MIME signing with detached
  149. data if the output format is B<SMIME> it is currently off by default for all
  150. other operations.
  151. =item B<-noindef>
  152. disable streaming I/O where it would produce and indefinite length constructed
  153. encoding. This option currently has no effect. In future streaming will be
  154. enabled by default on all relevant operations and this option will disable it.
  155. =item B<-content filename>
  156. This specifies a file containing the detached content, this is only
  157. useful with the B<-verify> command. This is only usable if the CMS
  158. structure is using the detached signature form where the content is
  159. not included. This option will override any content if the input format
  160. is S/MIME and it uses the multipart/signed MIME content type.
  161. =item B<-text>
  162. this option adds plain text (text/plain) MIME headers to the supplied
  163. message if encrypting or signing. If decrypting or verifying it strips
  164. off text headers: if the decrypted or verified message is not of MIME
  165. type text/plain then an error occurs.
  166. =item B<-noout>
  167. for the B<-cmsout> operation do not output the parsed CMS structure. This
  168. is useful when combined with the B<-print> option or if the syntax of the CMS
  169. structure is being checked.
  170. =item B<-print>
  171. for the B<-cmsout> operation print out all fields of the CMS structure. This
  172. is mainly useful for testing purposes.
  173. =item B<-CAfile file>
  174. a file containing trusted CA certificates, only used with B<-verify>.
  175. =item B<-CApath dir>
  176. a directory containing trusted CA certificates, only used with
  177. B<-verify>. This directory must be a standard certificate directory: that
  178. is a hash of each subject name (using B<x509 -hash>) should be linked
  179. to each certificate.
  180. =item B<-md digest>
  181. digest algorithm to use when signing or resigning. If not present then the
  182. default digest algorithm for the signing key will be used (usually SHA1).
  183. =item B<-[cipher]>
  184. the encryption algorithm to use. For example triple DES (168 bits) - B<-des3>
  185. or 256 bit AES - B<-aes256>. Any standard algorithm name (as used by the
  186. EVP_get_cipherbyname() function) can also be used preceded by a dash, for
  187. example B<-aes_128_cbc>. See L<B<enc>|enc(1)> for a list of ciphers
  188. supported by your version of OpenSSL.
  189. If not specified triple DES is used. Only used with B<-encrypt> and
  190. B<-EncryptedData_create> commands.
  191. =item B<-nointern>
  192. when verifying a message normally certificates (if any) included in
  193. the message are searched for the signing certificate. With this option
  194. only the certificates specified in the B<-certfile> option are used.
  195. The supplied certificates can still be used as untrusted CAs however.
  196. =item B<-no_signer_cert_verify>
  197. do not verify the signers certificate of a signed message.
  198. =item B<-nocerts>
  199. when signing a message the signer's certificate is normally included
  200. with this option it is excluded. This will reduce the size of the
  201. signed message but the verifier must have a copy of the signers certificate
  202. available locally (passed using the B<-certfile> option for example).
  203. =item B<-noattr>
  204. normally when a message is signed a set of attributes are included which
  205. include the signing time and supported symmetric algorithms. With this
  206. option they are not included.
  207. =item B<-nosmimecap>
  208. exclude the list of supported algorithms from signed attributes, other options
  209. such as signing time and content type are still included.
  210. =item B<-binary>
  211. normally the input message is converted to "canonical" format which is
  212. effectively using CR and LF as end of line: as required by the S/MIME
  213. specification. When this option is present no translation occurs. This
  214. is useful when handling binary data which may not be in MIME format.
  215. =item B<-nodetach>
  216. when signing a message use opaque signing: this form is more resistant
  217. to translation by mail relays but it cannot be read by mail agents that
  218. do not support S/MIME. Without this option cleartext signing with
  219. the MIME type multipart/signed is used.
  220. =item B<-certfile file>
  221. allows additional certificates to be specified. When signing these will
  222. be included with the message. When verifying these will be searched for
  223. the signers certificates. The certificates should be in PEM format.
  224. =item B<-certsout file>
  225. any certificates contained in the message are written to B<file>.
  226. =item B<-signer file>
  227. a signing certificate when signing or resigning a message, this option can be
  228. used multiple times if more than one signer is required. If a message is being
  229. verified then the signers certificates will be written to this file if the
  230. verification was successful.
  231. =item B<-recip file>
  232. when decrypting a message this specifies the recipients certificate. The
  233. certificate must match one of the recipients of the message or an error
  234. occurs.
  235. When encrypting a message this option may be used multiple times to specify
  236. each recipient. This form B<must> be used if customised parameters are
  237. required (for example to specify RSA-OAEP).
  238. =item B<-keyid>
  239. use subject key identifier to identify certificates instead of issuer name and
  240. serial number. The supplied certificate B<must> include a subject key
  241. identifier extension. Supported by B<-sign> and B<-encrypt> options.
  242. =item B<-receipt_request_all -receipt_request_first>
  243. for B<-sign> option include a signed receipt request. Indicate requests should
  244. be provided by all receipient or first tier recipients (those mailed directly
  245. and not from a mailing list). Ignored it B<-receipt_request_from> is included.
  246. =item B<-receipt_request_from emailaddress>
  247. for B<-sign> option include a signed receipt request. Add an explicit email
  248. address where receipts should be supplied.
  249. =item B<-receipt_request_to emailaddress>
  250. Add an explicit email address where signed receipts should be sent to. This
  251. option B<must> but supplied if a signed receipt it requested.
  252. =item B<-receipt_request_print>
  253. For the B<-verify> operation print out the contents of any signed receipt
  254. requests.
  255. =item B<-secretkey key>
  256. specify symmetric key to use. The key must be supplied in hex format and be
  257. consistent with the algorithm used. Supported by the B<-EncryptedData_encrypt>
  258. B<-EncrryptedData_decrypt>, B<-encrypt> and B<-decrypt> options. When used
  259. with B<-encrypt> or B<-decrypt> the supplied key is used to wrap or unwrap the
  260. content encryption key using an AES key in the B<KEKRecipientInfo> type.
  261. =item B<-secretkeyid id>
  262. the key identifier for the supplied symmetric key for B<KEKRecipientInfo> type.
  263. This option B<must> be present if the B<-secretkey> option is used with
  264. B<-encrypt>. With B<-decrypt> operations the B<id> is used to locate the
  265. relevant key if it is not supplied then an attempt is used to decrypt any
  266. B<KEKRecipientInfo> structures.
  267. =item B<-econtent_type type>
  268. set the encapsulated content type to B<type> if not supplied the B<Data> type
  269. is used. The B<type> argument can be any valid OID name in either text or
  270. numerical format.
  271. =item B<-inkey file>
  272. the private key to use when signing or decrypting. This must match the
  273. corresponding certificate. If this option is not specified then the
  274. private key must be included in the certificate file specified with
  275. the B<-recip> or B<-signer> file. When signing this option can be used
  276. multiple times to specify successive keys.
  277. =item B<-keyopt name:opt>
  278. for signing and encryption this option can be used multiple times to
  279. set customised parameters for the preceding key or certificate. It can
  280. currently be used to set RSA-PSS for signing, RSA-OAEP for encryption
  281. or to modify default parameters for ECDH.
  282. =item B<-passin arg>
  283. the private key password source. For more information about the format of B<arg>
  284. see the B<PASS PHRASE ARGUMENTS> section in L<openssl(1)|openssl(1)>.
  285. =item B<-rand file(s)>
  286. a file or files containing random data used to seed the random number
  287. generator, or an EGD socket (see L<RAND_egd(3)|RAND_egd(3)>).
  288. Multiple files can be specified separated by a OS-dependent character.
  289. The separator is B<;> for MS-Windows, B<,> for OpenVMS, and B<:> for
  290. all others.
  291. =item B<cert.pem...>
  292. one or more certificates of message recipients: used when encrypting
  293. a message.
  294. =item B<-to, -from, -subject>
  295. the relevant mail headers. These are included outside the signed
  296. portion of a message so they may be included manually. If signing
  297. then many S/MIME mail clients check the signers certificate's email
  298. address matches that specified in the From: address.
  299. =item B<-purpose, -ignore_critical, -issuer_checks, -crl_check, -crl_check_all, -policy_check, -extended_crl, -x509_strict, -policy -check_ss_sig -no_alt_chains>
  300. Set various certificate chain valiadition option. See the
  301. L<B<verify>|verify(1)> manual page for details.
  302. =back
  303. =head1 NOTES
  304. The MIME message must be sent without any blank lines between the
  305. headers and the output. Some mail programs will automatically add
  306. a blank line. Piping the mail directly to sendmail is one way to
  307. achieve the correct format.
  308. The supplied message to be signed or encrypted must include the
  309. necessary MIME headers or many S/MIME clients wont display it
  310. properly (if at all). You can use the B<-text> option to automatically
  311. add plain text headers.
  312. A "signed and encrypted" message is one where a signed message is
  313. then encrypted. This can be produced by encrypting an already signed
  314. message: see the examples section.
  315. This version of the program only allows one signer per message but it
  316. will verify multiple signers on received messages. Some S/MIME clients
  317. choke if a message contains multiple signers. It is possible to sign
  318. messages "in parallel" by signing an already signed message.
  319. The options B<-encrypt> and B<-decrypt> reflect common usage in S/MIME
  320. clients. Strictly speaking these process CMS enveloped data: CMS
  321. encrypted data is used for other purposes.
  322. The B<-resign> option uses an existing message digest when adding a new
  323. signer. This means that attributes must be present in at least one existing
  324. signer using the same message digest or this operation will fail.
  325. The B<-stream> and B<-indef> options enable experimental streaming I/O support.
  326. As a result the encoding is BER using indefinite length constructed encoding
  327. and no longer DER. Streaming is supported for the B<-encrypt> operation and the
  328. B<-sign> operation if the content is not detached.
  329. Streaming is always used for the B<-sign> operation with detached data but
  330. since the content is no longer part of the CMS structure the encoding
  331. remains DER.
  332. If the B<-decrypt> option is used without a recipient certificate then an
  333. attempt is made to locate the recipient by trying each potential recipient
  334. in turn using the supplied private key. To thwart the MMA attack
  335. (Bleichenbacher's attack on PKCS #1 v1.5 RSA padding) all recipients are
  336. tried whether they succeed or not and if no recipients match the message
  337. is "decrypted" using a random key which will typically output garbage.
  338. The B<-debug_decrypt> option can be used to disable the MMA attack protection
  339. and return an error if no recipient can be found: this option should be used
  340. with caution. For a fuller description see L<CMS_decrypt(3)|CMS_decrypt(3)>).
  341. =head1 EXIT CODES
  342. =over 4
  343. =item Z<>0
  344. the operation was completely successfully.
  345. =item Z<>1
  346. an error occurred parsing the command options.
  347. =item Z<>2
  348. one of the input files could not be read.
  349. =item Z<>3
  350. an error occurred creating the CMS file or when reading the MIME
  351. message.
  352. =item Z<>4
  353. an error occurred decrypting or verifying the message.
  354. =item Z<>5
  355. the message was verified correctly but an error occurred writing out
  356. the signers certificates.
  357. =back
  358. =head1 COMPATIBILITY WITH PKCS#7 format.
  359. The B<smime> utility can only process the older B<PKCS#7> format. The B<cms>
  360. utility supports Cryptographic Message Syntax format. Use of some features
  361. will result in messages which cannot be processed by applications which only
  362. support the older format. These are detailed below.
  363. The use of the B<-keyid> option with B<-sign> or B<-encrypt>.
  364. The B<-outform PEM> option uses different headers.
  365. The B<-compress> option.
  366. The B<-secretkey> option when used with B<-encrypt>.
  367. The use of PSS with B<-sign>.
  368. The use of OAEP or non-RSA keys with B<-encrypt>.
  369. Additionally the B<-EncryptedData_create> and B<-data_create> type cannot
  370. be processed by the older B<smime> command.
  371. =head1 EXAMPLES
  372. Create a cleartext signed message:
  373. openssl cms -sign -in message.txt -text -out mail.msg \
  374. -signer mycert.pem
  375. Create an opaque signed message
  376. openssl cms -sign -in message.txt -text -out mail.msg -nodetach \
  377. -signer mycert.pem
  378. Create a signed message, include some additional certificates and
  379. read the private key from another file:
  380. openssl cms -sign -in in.txt -text -out mail.msg \
  381. -signer mycert.pem -inkey mykey.pem -certfile mycerts.pem
  382. Create a signed message with two signers, use key identifier:
  383. openssl cms -sign -in message.txt -text -out mail.msg \
  384. -signer mycert.pem -signer othercert.pem -keyid
  385. Send a signed message under Unix directly to sendmail, including headers:
  386. openssl cms -sign -in in.txt -text -signer mycert.pem \
  387. -from steve@openssl.org -to someone@somewhere \
  388. -subject "Signed message" | sendmail someone@somewhere
  389. Verify a message and extract the signer's certificate if successful:
  390. openssl cms -verify -in mail.msg -signer user.pem -out signedtext.txt
  391. Send encrypted mail using triple DES:
  392. openssl cms -encrypt -in in.txt -from steve@openssl.org \
  393. -to someone@somewhere -subject "Encrypted message" \
  394. -des3 user.pem -out mail.msg
  395. Sign and encrypt mail:
  396. openssl cms -sign -in ml.txt -signer my.pem -text \
  397. | openssl cms -encrypt -out mail.msg \
  398. -from steve@openssl.org -to someone@somewhere \
  399. -subject "Signed and Encrypted message" -des3 user.pem
  400. Note: the encryption command does not include the B<-text> option because the
  401. message being encrypted already has MIME headers.
  402. Decrypt mail:
  403. openssl cms -decrypt -in mail.msg -recip mycert.pem -inkey key.pem
  404. The output from Netscape form signing is a PKCS#7 structure with the
  405. detached signature format. You can use this program to verify the
  406. signature by line wrapping the base64 encoded structure and surrounding
  407. it with:
  408. -----BEGIN PKCS7-----
  409. -----END PKCS7-----
  410. and using the command,
  411. openssl cms -verify -inform PEM -in signature.pem -content content.txt
  412. alternatively you can base64 decode the signature and use
  413. openssl cms -verify -inform DER -in signature.der -content content.txt
  414. Create an encrypted message using 128 bit Camellia:
  415. openssl cms -encrypt -in plain.txt -camellia128 -out mail.msg cert.pem
  416. Add a signer to an existing message:
  417. openssl cms -resign -in mail.msg -signer newsign.pem -out mail2.msg
  418. Sign mail using RSA-PSS:
  419. openssl cms -sign -in message.txt -text -out mail.msg \
  420. -signer mycert.pem -keyopt rsa_padding_mode:pss
  421. Create encrypted mail using RSA-OAEP:
  422. openssl cms -encrypt -in plain.txt -out mail.msg \
  423. -recip cert.pem -keyopt rsa_padding_mode:oaep
  424. Use SHA256 KDF with an ECDH certificate:
  425. openssl cms -encrypt -in plain.txt -out mail.msg \
  426. -recip ecdhcert.pem -keyopt ecdh_kdf_md:sha256
  427. =head1 BUGS
  428. The MIME parser isn't very clever: it seems to handle most messages that I've
  429. thrown at it but it may choke on others.
  430. The code currently will only write out the signer's certificate to a file: if
  431. the signer has a separate encryption certificate this must be manually
  432. extracted. There should be some heuristic that determines the correct
  433. encryption certificate.
  434. Ideally a database should be maintained of a certificates for each email
  435. address.
  436. The code doesn't currently take note of the permitted symmetric encryption
  437. algorithms as supplied in the SMIMECapabilities signed attribute. this means the
  438. user has to manually include the correct encryption algorithm. It should store
  439. the list of permitted ciphers in a database and only use those.
  440. No revocation checking is done on the signer's certificate.
  441. =head1 HISTORY
  442. The use of multiple B<-signer> options and the B<-resign> command were first
  443. added in OpenSSL 1.0.0
  444. The B<keyopt> option was first added in OpenSSL 1.1.0
  445. The use of B<-recip> to specify the recipient when encrypting mail was first
  446. added to OpenSSL 1.1.0
  447. Support for RSA-OAEP and RSA-PSS was first added to OpenSSL 1.1.0.
  448. The use of non-RSA keys with B<-encrypt> and B<-decrypt> was first added
  449. to OpenSSL 1.1.0.
  450. The -no_alt_chains options was first added to OpenSSL 1.0.2b.
  451. =cut