Network Working Group                                          M. Elkins
Request for Comments: 3156                      Network Associates, Inc.
Updates: 2015                                               D. Del Torto
Category: Standards Track                        CryptoRights Foundation
                                                              R. Levien
                                   University of California at Berkeley
                                                            T. Roessler
                                                            August 2001


                      MIME Security with OpenPGP

Status of this Memo

  This document specifies an Internet standards track protocol for the
  Internet community, and requests discussion and suggestions for
  improvements.  Please refer to the current edition of the "Internet
  Official Protocol Standards" (STD 1) for the standardization state
  and status of this protocol.  Distribution of this memo is unlimited.

Copyright Notice

  Copyright (C) The Internet Society (2001).  All Rights Reserved.

Abstract

  This document describes how the OpenPGP Message Format can be used to
  provide privacy and authentication using the Multipurpose Internet
  Mail Extensions (MIME) security content types described in RFC 1847.

1.  Introduction

  Work on integrating PGP (Pretty Good Privacy) with MIME [3]
  (including the since withdrawn "application/pgp" content type) prior
  to RFC 2015 suffered from a number of problems, the most significant
  of which is the inability to recover signed message bodies without
  parsing data structures specific to PGP.  RFC 2015 makes use of the
  elegant solution proposed in RFC 1847, which defines security
  multipart formats for MIME.  The security multiparts clearly separate
  the signed message body from the signature, and have a number of
  other desirable properties.  This document revises RFC 2015 to adopt
  the integration of PGP and MIME to the needs which emerged during the
  work on the OpenPGP specification.

  This document defines three content types for implementing security
  and privacy with OpenPGP: "application/pgp-encrypted",
  "application/pgp-signature" and "application/pgp-keys".




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RFC 3156               MIME Security with OpenPGP            August 2001


  The key words "MUST", "MUST NOT", "REQUIRED", "SHALL", "SHALL NOT",
  "SHOULD", "SHOULD NOT", "RECOMMENDED", "MAY", and "OPTIONAL" in this
  document are to be interpreted as described in RFC 2119.

2.  OpenPGP data formats

  OpenPGP implementations can generate either ASCII armor (described in
  [1]) or 8-bit binary output when encrypting data, generating a
  digital signature, or extracting public key data.  The ASCII armor
  output is the REQUIRED method for data transfer.  This allows those
  users who do not have the means to interpret the formats described in
  this document to be able to extract and use the OpenPGP information
  in the message.

  When the amount of data to be transmitted requires that it be sent in
  many parts, the MIME message/partial mechanism SHOULD be used rather
  than the multi-part ASCII armor OpenPGP format.

3.  Content-Transfer-Encoding restrictions

  Multipart/signed and multipart/encrypted are to be treated by agents
  as opaque, meaning that the data is not to be altered in any way [2],
  [7].  However, many existing mail gateways will detect if the next
  hop does not support MIME or 8-bit data and perform conversion to
  either Quoted-Printable or Base64.  This presents serious problems
  for multipart/signed, in particular, where the signature is
  invalidated when such an operation occurs.  For this reason all data
  signed according to this protocol MUST be constrained to 7 bits (8-
  bit data MUST be encoded using either Quoted-Printable or Base64).
  Note that this also includes the case where a signed object is also
  encrypted (see section 6).  This restriction will increase the
  likelihood that the signature will be valid upon receipt.

  Additionally, implementations MUST make sure that no trailing
  whitespace is present after the MIME encoding has been applied.

     Note: In most cases, trailing whitespace can either be removed, or
     protected by applying an appropriate content-transfer-encoding.
     However, special care must be taken when any header lines - either
     in MIME entity headers, or in embedded RFC 822 headers - are
     present which only consist of whitespace: Such lines must be
     removed entirely, since replacing them by empty lines would turn
     them into header delimiters, and change the semantics of the
     message.  The restrictions on whitespace are necessary in order to
     make the hash calculated invariant under the text and binary mode
     signature mechanisms provided by OpenPGP [1].  Also, they help to
     avoid compatibility problems with PGP implementations which
     predate the OpenPGP specification.



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RFC 3156               MIME Security with OpenPGP            August 2001


     Note: If any line begins with the string "From ", it is strongly
     suggested that either the Quoted-Printable or Base64 MIME encoding
     be applied.  If Quoted-Printable is used, at least one of the
     characters in the string should be encoded using the hexadecimal
     coding rule.  This is because many mail transfer and delivery
     agents treat "From " (the word "from" followed immediately by a
     space character) as the start of a new message and thus insert a
     right angle-bracket (>) in front of any line beginning with
     "From " to distinguish this case, invalidating the signature.

  Data that is ONLY to be encrypted is allowed to contain 8-bit
  characters and trailing whitespace and therefore need not undergo the
  conversion to a 7bit format, and the stripping of whitespace.

     Implementor's note: It cannot be stressed enough that applications
     using this standard follow MIME's suggestion that you "be
     conservative in what you generate, and liberal in what you
     accept."  In this particular case it means it would be wise for an
     implementation to accept messages with any content-transfer-
     encoding, but restrict generation to the 7-bit format required by
     this memo.  This will allow future compatibility in the event the
     Internet SMTP framework becomes 8-bit friendly.

4.  OpenPGP encrypted data

  Before OpenPGP encryption, the data is written in MIME canonical
  format (body and headers).

  OpenPGP encrypted data is denoted by the "multipart/encrypted"
  content type, described in [2], and MUST have a "protocol" parameter
  value of "application/pgp-encrypted".  Note that the value of the
  parameter MUST be enclosed in quotes.

  The multipart/encrypted MIME body MUST consist of exactly two body
  parts, the first with content type "application/pgp-encrypted".  This
  body contains the control information.  A message complying with this
  standard MUST contain a "Version: 1" field in this body.  Since the
  OpenPGP packet format contains all other information necessary for
  decrypting, no other information is required here.

  The second MIME body part MUST contain the actual encrypted data.  It
  MUST be labeled with a content type of "application/octet-stream".

  Example message:

     From: Michael Elkins <[email protected]>
     To: Michael Elkins <[email protected]>
     Mime-Version: 1.0



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RFC 3156               MIME Security with OpenPGP            August 2001


     Content-Type: multipart/encrypted; boundary=foo;
        protocol="application/pgp-encrypted"

     --foo
     Content-Type: application/pgp-encrypted

     Version: 1

     --foo
     Content-Type: application/octet-stream

     -----BEGIN PGP MESSAGE-----
     Version: 2.6.2

     hIwDY32hYGCE8MkBA/wOu7d45aUxF4Q0RKJprD3v5Z9K1YcRJ2fve87lMlDlx4Oj
     eW4GDdBfLbJE7VUpp13N19GL8e/AqbyyjHH4aS0YoTk10QQ9nnRvjY8nZL3MPXSZ
     g9VGQxFeGqzykzmykU6A26MSMexR4ApeeON6xzZWfo+0yOqAq6lb46wsvldZ96YA
     AABH78hyX7YX4uT1tNCWEIIBoqqvCeIMpp7UQ2IzBrXg6GtukS8NxbukLeamqVW3
     1yt21DYOjuLzcMNe/JNsD9vDVCvOOG3OCi8=
     =zzaA
     -----END PGP MESSAGE-----

     --foo--

5.  OpenPGP signed data

  OpenPGP signed messages are denoted by the "multipart/signed" content
  type, described in [2], with a "protocol" parameter which MUST have a
  value of "application/pgp-signature" (MUST be quoted).

  The "micalg" parameter for the "application/pgp-signature" protocol
  MUST contain exactly one hash-symbol of the format "pgp-<hash-
  identifier>", where <hash-identifier> identifies the Message
  Integrity Check (MIC) algorithm used to generate the signature.
  Hash-symbols are constructed from the text names registered in [1] or
  according to the mechanism defined in that document by converting the
  text name to lower case and prefixing it with the four characters
  "pgp-".

  Currently defined values are "pgp-md5", "pgp-sha1", "pgp-ripemd160",
  "pgp-md2", "pgp-tiger192", and "pgp-haval-5-160".

  The multipart/signed body MUST consist of exactly two parts.  The
  first part contains the signed data in MIME canonical format,
  including a set of appropriate content headers describing the data.

  The second body MUST contain the OpenPGP digital signature.  It MUST
  be labeled with a content type of "application/pgp-signature".



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     Note: Implementations can either generate "signatures of a
     canonical text document" or "signatures of a binary document", as
     defined in [1].  The restrictions on the signed material put forth
     in section 3 and in this section will make sure that the various
     MIC algorithm variants specified in [1] and [5] will all produce
     the same result.

  When the OpenPGP digital signature is generated:

  (1)   The data to be signed MUST first be converted to its content-
        type specific canonical form.  For text/plain, this means
        conversion to an appropriate character set and conversion of
        line endings to the canonical <CR><LF> sequence.

  (2)   An appropriate Content-Transfer-Encoding is then applied; see
        section 3.  In particular, line endings in the encoded data
        MUST use the canonical <CR><LF> sequence where appropriate
        (note that the canonical line ending may or may not be present
        on the last line of encoded data and MUST NOT be included in
        the signature if absent).

  (3)   MIME content headers are then added to the body, each ending
        with the canonical <CR><LF> sequence.

  (4)   As described in section 3 of this document, any trailing
        whitespace MUST then be removed from the signed material.

  (5)   As described in [2], the digital signature MUST be calculated
        over both the data to be signed and its set of content headers.

  (6)   The signature MUST be generated detached from the signed data
        so that the process does not alter the signed data in any way.

     Note: The accepted OpenPGP convention is for signed data to end
     with a <CR><LF> sequence.  Note that the <CR><LF> sequence
     immediately preceding a MIME boundary delimiter line is considered
     to be part of the delimiter in [3], 5.1.  Thus, it is not part of
     the signed data preceding the delimiter line.  An implementation
     which elects to adhere to the OpenPGP convention has to make sure
     it inserts a <CR><LF> pair on the last line of the data to be
     signed and transmitted (signed message and transmitted message
     MUST be identical).

  Example message:

        From: Michael Elkins <[email protected]>
        To: Michael Elkins <[email protected]>
        Mime-Version: 1.0



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RFC 3156               MIME Security with OpenPGP            August 2001


        Content-Type: multipart/signed; boundary=bar; micalg=pgp-md5;
          protocol="application/pgp-signature"

        --bar
     & Content-Type: text/plain; charset=iso-8859-1
     & Content-Transfer-Encoding: quoted-printable
     &
     & =A1Hola!
     &
     & Did you know that talking to yourself is a sign of senility?
     &
     & It's generally a good idea to encode lines that begin with
     & From=20because some mail transport agents will insert a greater-
     & than (>) sign, thus invalidating the signature.
     &
     & Also, in some cases it might be desirable to encode any   =20
     & trailing whitespace that occurs on lines in order to ensure  =20
     & that the message signature is not invalidated when passing =20
     & a gateway that modifies such whitespace (like BITNET). =20
     &
     & me

     --bar

     Content-Type: application/pgp-signature

     -----BEGIN PGP MESSAGE-----
     Version: 2.6.2

     iQCVAwUBMJrRF2N9oWBghPDJAQE9UQQAtl7LuRVndBjrk4EqYBIb3h5QXIX/LC//
     jJV5bNvkZIGPIcEmI5iFd9boEgvpirHtIREEqLQRkYNoBActFBZmh9GC3C041WGq
     uMbrbxc+nIs1TIKlA08rVi9ig/2Yh7LFrK5Ein57U/W72vgSxLhe/zhdfolT9Brn
     HOxEa44b+EI=
     =ndaj
     -----END PGP MESSAGE-----

     --bar--

  The "&"s in the previous example indicate the portion of the data
  over which the signature was calculated.

  Upon receipt of a signed message, an application MUST:

  (1)   Convert line endings to the canonical <CR><LF> sequence before
        the signature can be verified.  This is necessary since the
        local MTA may have converted to a local end of line convention.





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RFC 3156               MIME Security with OpenPGP            August 2001


  (2)   Pass both the signed data and its associated content headers
        along with the OpenPGP signature to the signature verification
        service.

6.  Encrypted and Signed Data

  Sometimes it is desirable to both digitally sign and then encrypt a
  message to be sent.  This protocol allows for two methods of
  accomplishing this task.

6.1.  RFC 1847 Encapsulation

  In [2], it is stated that the data is first signed as a
  multipart/signature body, and then encrypted to form the final
  multipart/encrypted body.  This is most useful for standard MIME-
  compliant message forwarding.

  Example:

        Content-Type: multipart/encrypted;
           protocol="application/pgp-encrypted"; boundary=foo

        --foo
        Content-Type: application/pgp-encrypted

        Version: 1

        --foo
        Content-Type: application/octet-stream

        -----BEGIN PGP MESSAGE-----
     & Content-Type: multipart/signed; micalg=pgp-md5
     &     protocol="application/pgp-signature"; boundary=bar
     &
     & --bar
     & Content-Type: text/plain; charset=us-ascii
     &
     & This message was first signed, and then encrypted.
     &
     & --bar
     & Content-Type: application/pgp-signature
     &
     & -----BEGIN PGP MESSAGE-----
     & Version: 2.6.2
     &
     & iQCVAwUBMJrRF2N9oWBghPDJAQE9UQQAtl7LuRVndBjrk4EqYBIb3h5QXIX/LC//
     & jJV5bNvkZIGPIcEmI5iFd9boEgvpirHtIREEqLQRkYNoBActFBZmh9GC3C041WGq
     & uMbrbxc+nIs1TIKlA08rVi9ig/2Yh7LFrK5Ein57U/W72vgSxLhe/zhdfolT9Brn



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RFC 3156               MIME Security with OpenPGP            August 2001


     & HOxEa44b+EI=
     & =ndaj
     & -----END PGP MESSAGE-----
     &
     & --bar--
       -----END PGP MESSAGE-----

       --foo--

  (The text preceded by '&' indicates that it is really encrypted, but
  presented as text for clarity.)

6.2.  Combined method

  The OpenPGP packet format [1] describes a method for signing and
  encrypting data in a single OpenPGP message.  This method is allowed
  in order to reduce processing overhead and increase compatibility
  with non-MIME implementations of OpenPGP.  The resulting data is
  formatted as a "multipart/encrypted" object as described in Section
  4.

  Messages which are encrypted and signed in this combined fashion are
  REQUIRED to follow the same canonicalization rules as
  multipart/signed objects.

  It is explicitly allowed for an agent to decrypt a combined message
  and rewrite it as a multipart/signed object using the signature data
  embedded in the encrypted version.

7.  Distribution of OpenPGP public keys

  Content-Type: application/pgp-keys
  Required parameters: none
  Optional parameters: none

  A MIME body part of the content type "application/pgp-keys" contains
  ASCII-armored transferable Public Key Packets as defined in [1],
  section 10.1.

8.  Security Considerations

  Signatures of a canonical text document as defined in [1] ignore
  trailing white space in signed material.  Implementations which
  choose to use signatures of canonical text documents will not be able
  to detect the addition of whitespace in transit.

  See [3], [4] for more information on the security considerations
  concerning the underlying protocols.



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RFC 3156               MIME Security with OpenPGP            August 2001


9.  IANA Considerations

  This document defines three media types: "application/pgp-encrypted",
  "application/pgp-signature" and "application/pgp-keys".  The
  following sections specify the IANA registrations for these types.

9.1.  Registration of the application/pgp-encrypted media type

  MIME media type name: application
  MIME subtype name: pgp-encrypted
  Required parameters: none
  Optional parameters: none

  Encoding considerations:

     Currently this media type always consists of a single 7bit text
     string.

  Security considerations:

     See Section 8 and RFC 2440 Section 13.

  Interoperability considerations: none

  Published specification:

     This document.

  Additional information:

     Magic number(s): none
     File extension(s): none
     Macintosh File Type Code(s): none

  Person & email address to contact for further information:

     Michael Elkins
     Email: [email protected]

  Intended usage: common

  Author/Change controller:

     Michael Elkins
     Email: [email protected]






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RFC 3156               MIME Security with OpenPGP            August 2001


9.2.  Registration of the application/pgp-signature media type

  MIME media type name: application
  MIME subtype name: pgp-signature
  Required parameters: none
  Optional parameters: none

  Encoding considerations:

     The content of this media type always consists of 7bit text.

  Security considerations:

     See Section 8 and RFC 2440 Section 13.

  Interoperability considerations: none

  Published specification:

     RFC 2440 and this document.

  Additional information:

     Magic number(s): none
     File extension(s): asc, sig
     Macintosh File Type Code(s): pgDS

  Person & email address to contact for further information:

     Michael Elkins
     Email: [email protected]

  Intended usage: common

  Author/Change controller:

     Michael Elkins
     Email: [email protected]

9.3.  Registration of the application/pgp-keys media type

  MIME media type name: application
  MIME subtype name: pgp-keys
  Required parameters: none
  Optional parameters: none






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RFC 3156               MIME Security with OpenPGP            August 2001


  Encoding considerations:

     The content of this media type always consists of 7bit text.

  Security considerations:

     See Section 8 and RFC 2440 Section 13.

  Interoperability considerations: none

  Published specification:

     RFC 2440 and this document.

  Additional information:

     Magic number(s): none
     File extension(s): asc
     Macintosh File Type Code(s): none

  Person & email address to contact for further information:

     Michael Elkins
     Email: [email protected]

  Intended usage: common

  Author/Change controller:

     Michael Elkins
     Email: [email protected]




















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RFC 3156               MIME Security with OpenPGP            August 2001


10.  Notes

  "PGP" and "Pretty Good Privacy" are registered trademarks of Network
  Associates, Inc.

11.  Acknowledgements

  This document relies on the work of the IETF's OpenPGP Working
  Group's definitions of the OpenPGP Message Format.  The OpenPGP
  message format is currently described in RFC 2440 [1].

  Special thanks are due: to Philip Zimmermann for his original and
  ongoing work on PGP; to Charles Breed, Jon Callas and Dave Del Torto
  for originally proposing the formation of the OpenPGP Working Group;
  and to Steve Schoenfeld for helpful feedback during the draft
  process.  The authors would also like to thank the engineers at
  Pretty Good Privacy, Inc (now Network Associates, Inc), including
  Colin Plumb, Hal Finney, Jon Callas, Mark Elrod, Mark Weaver and
  Lloyd Chambers, for their technical commentary.

  Additional thanks are due to Jeff Schiller and Derek Atkins for their
  continuing support of strong cryptography and PGP freeware at MIT; to
  Rodney Thayer of Sable Technology; to John Noerenberg, Steve Dorner
  and Laurence Lundblade of the Eudora team at QUALCOMM, Inc; to Bodo
  Moeller for proposing the approach followed with respect to trailing
  whitespace; to John Gilmore, Hugh Daniel and Fred Ringel (at
  Rivertown) and Ian Bell (at Turnpike) for their timely critical
  commentary; and to the international members of the IETF's OpenPGP
  mailing list, including William Geiger, Lutz Donnerhacke and Kazu
  Yamamoto.  The idea to use multipart/mixed with multipart/signed has
  been attributed to James Galvin.  Finally, our gratitude is due to
  the many members of the "Cypherpunks," "Coderpunks" and "pgp-users"
  <http://cryptorights.org/pgp-users> mailing lists and the many users
  of PGP worldwide for helping keep the path to privacy open.

















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RFC 3156               MIME Security with OpenPGP            August 2001


12.  Addresses of the Authors and OpenPGP Working Group Chair

  The OpenPGP working group can be contacted via the current chair:

  John W. Noerenberg II
  Qualcomm, Inc.
  5775 Morehouse Dr.
  San Diego, CA 92121 USA

  Phone: +1 619 658 3510
  EMail: [email protected]

  The principal authors of this document are:

  Dave Del Torto
  CryptoRights Foundation
  80 Alviso Street, Mailstop: CRF
  San Francisco, CA 94127 USA

  Phone: +1.415.334.5533, vm: #2
  EMail: [email protected], [email protected]


  Michael Elkins
  Network Associates, Inc.
  3415 S. Sepulveda Blvd Suite 700
  Los Angeles, CA 90034 USA

  Phone: +1.310.737.1663
  Fax:   +1.310.737.1755
  Email: [email protected], [email protected]


  Raph Levien
  University of California at Berkeley
  579 Soda Hall
  Berkeley, CA 94720 USA

  Phone: +1.510.642.6509
  EMail: [email protected]


  Thomas Roessler
  Nordstrasse 99
  D-53111 Bonn, Germany

  Phone: +49-228-638007
  EMail: [email protected]



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RFC 3156               MIME Security with OpenPGP            August 2001


References

  [1]   Callas, J., Donnerhacke, L., Finney, H. and R. Thayer, "OpenPGP
        Message Format", RFC 2440, November 1998.

  [2]   Galvin, J., Murphy, G., Crocker, S. and N. Freed, "Security
        Multiparts for MIME: Multipart/Signed and Multipart/Encrypted",
        RFC 1847, October 1995.

  [3]   Freed, N. and N. Borenstein, "Multipurpose Internet Mail
        Extensions (MIME) Part Two: Media Types", RFC 2046, November
        1996.

  [4]   Galvin, J., Murphy, G., Crocker, S. and N. Freed, "MIME Object
        Security Services", RFC 1848, October 1995.

  [5]   Atkins, D., Stallings, W. and P. Zimmermann, "PGP Message
        Exchange Formats", RFC 1991, August 1996.

  [6]   Elkins, M., "MIME Security with Pretty Good Privacy (PGP)", RFC
        2015, October 1996.

  [7]   Freed, N., "Gateways and MIME Security Multiparts", RFC 2480,
        January 1999.



























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RFC 3156               MIME Security with OpenPGP            August 2001


Full Copyright Statement

  Copyright (C) The Internet Society (2001).  All Rights Reserved.

  This document and translations of it may be copied and furnished to
  others, and derivative works that comment on or otherwise explain it
  or assist in its implementation may be prepared, copied, published
  and distributed, in whole or in part, without restriction of any
  kind, provided that the above copyright notice and this paragraph are
  included on all such copies and derivative works.  However, this
  document itself may not be modified in any way, such as by removing
  the copyright notice or references to the Internet Society or other
  Internet organizations, except as needed for the purpose of
  developing Internet standards in which case the procedures for
  copyrights defined in the Internet Standards process must be
  followed, or as required to translate it into languages other than
  English.

  The limited permissions granted above are perpetual and will not be
  revoked by the Internet Society or its successors or assigns.

  This document and the information contained herein is provided on an
  "AS IS" basis and THE INTERNET SOCIETY AND THE INTERNET ENGINEERING
  TASK FORCE DISCLAIMS ALL WARRANTIES, EXPRESS OR IMPLIED, INCLUDING
  BUT NOT LIMITED TO ANY WARRANTY THAT THE USE OF THE INFORMATION
  HEREIN WILL NOT INFRINGE ANY RIGHTS OR ANY IMPLIED WARRANTIES OF
  MERCHANTABILITY OR FITNESS FOR A PARTICULAR PURPOSE.

Acknowledgement

  Funding for the RFC Editor function is currently provided by the
  Internet Society.



















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