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Internet Engineering Task Force (IETF)                         J. SchaadRequest for Comments: 8550                                August CellarsObsoletes:5750                                              B. RamsdellCategory: Standards Track                         Brute Squad Labs, Inc.ISSN: 2070-1721                                                S. Turner                                                                   sn3rd                                                              April 2019Secure/Multipurpose Internet Mail Extensions (S/MIME) Version 4.0Certificate HandlingAbstract   This document specifies conventions for X.509 certificate usage by   Secure/Multipurpose Internet Mail Extensions (S/MIME) v4.0 agents.   S/MIME provides a method to send and receive secure MIME messages,   and certificates are an integral part of S/MIME agent processing.   S/MIME agents validate certificates as described inRFC 5280   ("Internet X.509 Public Key Infrastructure Certificate and   Certificate Revocation List (CRL) Profile").  S/MIME agents must meet   the certificate-processing requirements in this document as well as   those inRFC 5280.  This document obsoletesRFC 5750.Status of This Memo   This is an Internet Standards Track document.   This document is a product of the Internet Engineering Task Force   (IETF).  It represents the consensus of the IETF community.  It has   received public review and has been approved for publication by the   Internet Engineering Steering Group (IESG).  Further information on   Internet Standards is available inSection 2 of RFC 7841.   Information about the current status of this document, any errata,   and how to provide feedback on it may be obtained athttps://www.rfc-editor.org/info/rfc8550.Schaad, et al.               Standards Track                    [Page 1]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019Copyright Notice   Copyright (c) 2019 IETF Trust and the persons identified as the   document authors.  All rights reserved.   This document is subject toBCP 78 and the IETF Trust's Legal   Provisions Relating to IETF Documents   (https://trustee.ietf.org/license-info) in effect on the date of   publication of this document.  Please review these documents   carefully, as they describe your rights and restrictions with respect   to this document.  Code Components extracted from this document must   include Simplified BSD License text as described in Section 4.e of   the Trust Legal Provisions and are provided without warranty as   described in the Simplified BSD License.   This document may contain material from IETF Documents or IETF   Contributions published or made publicly available before November   10, 2008.  The person(s) controlling the copyright in some of this   material may not have granted the IETF Trust the right to allow   modifications of such material outside the IETF Standards Process.   Without obtaining an adequate license from the person(s) controlling   the copyright in such materials, this document may not be modified   outside the IETF Standards Process, and derivative works of it may   not be created outside the IETF Standards Process, except to format   it for publication as an RFC or to translate it into languages other   than English.Schaad, et al.               Standards Track                    [Page 2]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019Table of Contents1.  Introduction  . . . . . . . . . . . . . . . . . . . . . . . .41.1.  Definitions . . . . . . . . . . . . . . . . . . . . . . .41.2.  Conventions Used in This Document . . . . . . . . . . . .51.3.  Compatibility with Prior Practice of S/MIME . . . . . . .61.4.  Changes from S/MIME v3 to S/MIME v3.1 . . . . . . . . . .61.5.  Changes from S/MIME v3.1 to S/MIME v3.2 . . . . . . . . .71.6.  Changes since S/MIME 3.2  . . . . . . . . . . . . . . . .82.  CMS Options . . . . . . . . . . . . . . . . . . . . . . . . .82.1.  Certificate Revocation Lists  . . . . . . . . . . . . . .92.2.  Certificate Choices . . . . . . . . . . . . . . . . . . .92.2.1.  Historical Note about CMS Certificates  . . . . . . .92.3.  Included Certificates . . . . . . . . . . . . . . . . . .103.  Using Distinguished Names for Internet Mail . . . . . . . . .114.  Certificate Processing  . . . . . . . . . . . . . . . . . . .124.1.  Certificate Revocation Lists  . . . . . . . . . . . . . .134.2.  Certificate Path Validation . . . . . . . . . . . . . . .134.3.  Certificate and CRL Signing Algorithms, and Key Sizes . .144.4.  PKIX Certificate Extensions . . . . . . . . . . . . . . .154.4.1.  Basic Constraints . . . . . . . . . . . . . . . . . .164.4.2.  Key Usage Extension . . . . . . . . . . . . . . . . .164.4.3.  Subject Alternative Name  . . . . . . . . . . . . . .174.4.4.  Extended Key Usage Extension  . . . . . . . . . . . .175.  IANA Considerations . . . . . . . . . . . . . . . . . . . . .186.  Security Considerations . . . . . . . . . . . . . . . . . . .187.  References  . . . . . . . . . . . . . . . . . . . . . . . . .207.1.  Reference Conventions . . . . . . . . . . . . . . . . . .207.1.  Normative References  . . . . . . . . . . . . . . . . . .207.2.  Informative References  . . . . . . . . . . . . . . . . .23Appendix A.  Historic Considerations  . . . . . . . . . . . . . .26A.1.  Signature Algorithms and Key Sizes  . . . . . . . . . . .26Appendix B.  Moving S/MIME v2 Certificate Handling to Historic                Status . . . . . . . . . . . . . . . . . . . . . . .27   Acknowledgements  . . . . . . . . . . . . . . . . . . . . . . . .28   Authors' Addresses  . . . . . . . . . . . . . . . . . . . . . . .28Schaad, et al.               Standards Track                    [Page 3]

RFC 8550             S/MIME 4.0 Certificate Handling          April 20191.  Introduction   S/MIME (Secure/Multipurpose Internet Mail Extensions) v4.0, described   in [RFC8551], provides a method to send and receive secure MIME   messages.  Before using a public key to provide security services,   the S/MIME agent MUST verify that the public key is valid.  S/MIME   agents MUST use PKIX certificates to validate public keys as   described in [RFC5280] ("Internet X.509 Public Key Infrastructure   Certificate and Certificate Revocation List (CRL) Profile").  S/MIME   agents MUST meet the certificate-processing requirements specified in   this document in addition to those stated in [RFC5280].   This specification is compatible with the Cryptographic Message   Syntax (CMS) [RFC5652] in that it uses the data types defined by CMS.   It also inherits all the varieties of architectures for certificate-   based key management supported by CMS.   This document obsoletes [RFC5750].  The most significant changes   revolve around changes in recommendations around the cryptographic   algorithms used by the specification.  More details can be found inSection 1.6.   This specification contains a number of references to documents that   have been obsoleted or replaced.  This is intentional, as the updated   documents often do not have the same information or protocol   requirements in them.1.1.  Definitions   For the purposes of this document, the following definitions apply.   ASN.1:      Abstract Syntax Notation One, as defined in ITU-T X.680 [X.680].   Attribute certificate (AC):      An X.509 AC is a separate structure from a subject's public key      X.509 certificate.  A subject may have multiple X.509 ACs      associated with each of its public key X.509 certificates.  Each      X.509 AC binds one or more attributes with one of the subject's      public key X.509 certificates.  The X.509 AC syntax is defined in      [RFC5755].Schaad, et al.               Standards Track                    [Page 4]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   Certificate:      A type that binds an entity's name to a public key with a digital      signature.  This type is defined in [RFC5280].  This type also      contains the distinguished name of the certificate issuer (the      signer), an issuer-specific serial number, the issuer's signature      algorithm identifier, a validity period, and extensions also      defined in that document.   Certificate Revocation List (CRL):      A type that contains information about certificates whose validity      an issuer has revoked.  The information consists of an issuer      name, the time of issue, the next scheduled time of issue, a list      of certificate serial numbers and their associated revocation      times, and extensions as defined in [RFC5280].  The CRL is signed      by the issuer.  The type intended by this specification is the one      defined in [RFC5280].   Receiving agent:      Software that interprets and processes S/MIME CMS objects, MIME      body parts that contain CMS objects, or both.   Sending agent:      Software that creates S/MIME CMS objects, MIME body parts that      contain CMS objects, or both.   S/MIME agent:      User software that is a receiving agent, a sending agent, or both.1.2.  Conventions Used in This Document   The key words "MUST", "MUST NOT", "REQUIRED", "SHALL", "SHALL NOT",   "SHOULD", "SHOULD NOT", "RECOMMENDED", "NOT RECOMMENDED", "MAY", and   "OPTIONAL" in this document are to be interpreted as described inBCP 14 [RFC2119] [RFC8174] when, and only when, they appear in all   capitals, as shown here.   We define the additional requirement levels:   SHOULD+   This term means the same as SHOULD.  However, the authors             expect that a requirement marked as SHOULD+ will be             promoted at some future time to be a MUST.   SHOULD-   This term means the same as SHOULD.  However, the authors             expect that a requirement marked as SHOULD- will be demoted             to a MAY in a future version of this document.Schaad, et al.               Standards Track                    [Page 5]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   MUST-     This term means the same as MUST.  However, the authors             expect that this requirement will no longer be a MUST in a             future document.  Although its status will be determined at             a later time, it is reasonable to expect that if a future             revision of a document alters the status of a MUST-             requirement, it will remain at least a SHOULD or a SHOULD-.   The term "RSA" in this document almost always refers to the   PKCS #1 v1.5 RSA signature algorithm even when not qualified as such.   There are a couple of places where it refers to the general RSA   cryptographic operation; these can be determined from the context   where it is used.1.3.  Compatibility with Prior Practice of S/MIME   S/MIME version 4.0 agents ought to attempt to have the greatest   interoperability possible with agents for prior versions of S/MIME.   -  S/MIME version 2 is described inRFC 2311 throughRFC 2315      inclusive [SMIMEv2].   -  S/MIME version 3 is described inRFC 2630 throughRFC 2634      inclusive andRFC 5035 [SMIMEv3].   -  S/MIME version 3.1 is described inRFC 2634,RFC 3850,RFC 3851,RFC 3852, andRFC 5035 [SMIMEv3.1].   -  S/MIME version 3.2 is described inRFC 2634,RFC 5035,RFC 5652,RFC 5750, andRFC 5751 [SMIMEv3.2].   -RFC 2311 also has historical information about the development of      S/MIME.Appendix A contains information about algorithms that were used for   prior versions of S/MIME but are no longer considered to meet modern   security standards.  Support of these algorithms may be needed to   support historic S/MIME artifacts such as messages or files but   SHOULD NOT be used for new artifacts.1.4.  Changes from S/MIME v3 to S/MIME v3.1   This section reflects the changes that were made when S/MIME v3.1 was   released.  The language ofRFC 2119 ("MUST", "SHOULD", etc.) used for   S/MIME v3 may have been superseded in later versions.   -  Version 1 and version 2 CRLs MUST be supported.Schaad, et al.               Standards Track                    [Page 6]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   -  Multiple certification authority (CA) certificates with the same      subject and public key, but with overlapping validity periods,      MUST be supported.   -  Version 2 ACs SHOULD be supported, and version 1 ACs MUST NOT be      used.   -  The use of the MD2 digest algorithm for certificate signatures is      discouraged, and security language was added.   -  Clarified email address use in certificates.  Certificates that do      not contain an email address have no requirements for verifying      the email address associated with the certificate.   -  Receiving agents SHOULD display certificate information when      displaying the results of signature verification.   -  Receiving agents MUST NOT accept a signature made with a      certificate that does not have at least one of the      digitalSignature or nonRepudiation bits set.   -  Added clarifications for the interpretation of the key usage and      extended key usage extensions.1.5.  Changes from S/MIME v3.1 to S/MIME v3.2   This section reflects the changes that were made when S/MIME v3.2 was   released.  The language ofRFC 2119 ("MUST", "SHOULD", etc.) used for   S/MIME v3.1 may have been superseded in later versions.   Note that the section numbers listed here (e.g., "Section 6") are   from [RFC5750].   -  Moved "Conventions Used in This Document" toSection 1.2.  Added      definitions for SHOULD+, SHOULD-, and MUST-.   -Section 1.1: Updated ASN.1 definition and reference.   -Section 1.3: Added text about v3.1 RFCs.   -Section 3: Aligned email address text withRFC 5280.  Updated note      to indicate that the emailAddress IA5String upper bound is      255 characters.  Added text about matching email addresses.   -Section 4.2: Added text to indicate how S/MIME agents locate the      correct user certificate.Schaad, et al.               Standards Track                    [Page 7]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   -Section 4.3: RSA with SHA-256 (PKCS #1 v1.5) added as MUST; DSA      with SHA-256 added as SHOULD+; RSA with SHA-1, DSA with SHA-1, and      RSA with MD5 changed to SHOULD-; and RSASSA-PSS with SHA-256 added      as SHOULD+.  Updated key sizes and changed pointer to PKIX RFCs.   -Section 4.4.1: Aligned with PKIX on the use of a basicConstraints      extension in CA certificates.  Clarified which extension is used      to constrain end entities from using their keys to perform      issuing-authority operations.   -Section 5: Updated security considerations.   -Section 6: Moved references fromAppendix A of RFC 3850 to this      section.  Updated the references.   -Appendix A: AddedAppendix A to move S/MIME v2 Certificate      Handling to Historic status.1.6.  Changes since S/MIME 3.2   This section reflects the changes that were made when S/MIME v4.0 was   released.  The language ofRFC 2119 ("MUST", "SHOULD", etc.) used for   S/MIME v3.2 may have been superseded by S/MIME v4.0 and may be   superseded by future versions.   -Section 3: Support for internationalized email addresses is      required.   -Section 4.3: Mandated support for the Elliptic Curve Digital      Signature Algorithm (ECDSA) with P-256 and the Edwards-curve      Digital Signature Algorithm (EdDSA) with curve25519 [RFC8410].      SHA-1 and MD5 algorithms are marked as historical, as they are no      longer considered secure.  As the Digital Signature Algorithm      (DSA) has been replaced by elliptic curve versions, support for      DSA is now considered historical.  Increased lower bounds on RSA      key sizes.   -Appendix A: AddedAppendix A for algorithms that are now      considered to be historical.2.  CMS Options   The CMS message format allows for a wide variety of options in   content and algorithm support.  This section puts forth a number of   support requirements and recommendations in order to achieve a base   level of interoperability among all S/MIME implementations.  Most of   the CMS format for S/MIME messages is defined in [RFC8551].Schaad, et al.               Standards Track                    [Page 8]

RFC 8550             S/MIME 4.0 Certificate Handling          April 20192.1.  Certificate Revocation Lists   Receiving agents MUST support the CRL format defined in [RFC5280].   If sending agents include CRLs in outgoing messages, the CRL format   defined in [RFC5280] MUST be used.  Receiving agents MUST support   both v1 and v2 CRLs.   All agents MUST be capable of performing revocation checks using CRLs   as specified in [RFC5280].  All agents MUST perform revocation status   checking in accordance with [RFC5280].  Receiving agents MUST   recognize CRLs in received S/MIME messages.   Agents SHOULD store CRLs received in messages for use in processing   later messages.2.2.  Certificate Choices   Receiving agents MUST support v1 X.509 and v3 X.509 certificates as   profiled in [RFC5280].  End-entity certificates MAY include an   Internet mail address, as described inSection 3.   Receiving agents SHOULD support X.509 version 2 ACs.  See [RFC5755]   for details about the profile for ACs.2.2.1.  Historical Note about CMS Certificates   The CMS message format supports a choice of certificate formats for   public key content types: PKIX, PKCS #6 extended certificates   [PKCS6], and PKIX ACs.   The PKCS #6 format is not in widespread use.  In addition, PKIX   certificate extensions address much of the same functionality and   flexibility as was intended in the PKCS #6 certificate extensions.   Thus, sending and receiving agents MUST NOT use PKCS #6 extended   certificates.  Receiving agents MUST be able to parse and process a   message containing PKCS #6 extended certificates, although ignoring   those certificates is expected behavior.   X.509 version 1 ACs are also not widely implemented and have   been superseded by version 2 ACs.  Sending agents MUST NOT send   version 1 ACs.Schaad, et al.               Standards Track                    [Page 9]

RFC 8550             S/MIME 4.0 Certificate Handling          April 20192.3.  Included Certificates   Receiving agents MUST be able to handle an arbitrary number of   certificates of arbitrary relationship to the message sender and to   each other in arbitrary order.  In many cases, the certificates   included in a signed message may represent a chain of certification   from the sender to a particular root.  There may be, however,   situations where the certificates in a signed message may be   unrelated and included for convenience.   Sending agents SHOULD include any certificates for the user's public   key(s) and associated issuer certificates.  This increases the   likelihood that the intended recipient can establish trust in the   originator's public key(s).  This is especially important when   sending a message to recipients that may not have access to the   sender's public key through any other means or when sending a signed   message to a new recipient.  The inclusion of certificates in   outgoing messages can be omitted if S/MIME objects are sent within a   group of correspondents that have established access to each other's   certificates by some other means such as a shared directory or manual   certificate distribution.  Receiving S/MIME agents SHOULD be able to   handle messages without certificates by using a database or directory   lookup scheme to find them.   A sending agent SHOULD include at least one chain of certificates up   to, but not including, a CA that it believes that the recipient may   trust as authoritative.  A receiving agent MUST be able to handle an   arbitrarily large number of certificates and chains.   Agents MAY send CA certificates -- that is, cross-certificates,   self-issued certificates, and self-signed certificates.  Note that   receiving agents SHOULD NOT simply trust any self-signed certificates   as valid CAs but SHOULD use some other mechanism to determine if this   is a CA that should be trusted.  Also note that when certificates   contain DSA public keys the parameters may be located in the root   certificate.  This would require that the recipient possess both the   end-entity certificate and the root certificate to perform a   signature verification, and is a valid example of a case where   transmitting the root certificate may be required.   Receiving agents MUST support chaining based on the distinguished   name fields.  Other methods of building certificate chains MAY be   supported.   Receiving agents SHOULD support the decoding of X.509 ACs included in   CMS objects.  All other issues regarding the generation and use of   X.509 ACs are outside the scope of this specification.  One   specification that addresses AC use is defined in [RFC3114].Schaad, et al.               Standards Track                   [Page 10]

RFC 8550             S/MIME 4.0 Certificate Handling          April 20193.  Using Distinguished Names for Internet Mail   End-entity certificates MAY contain an Internet mail address.   Email addresses restricted to 7-bit ASCII characters use the   pkcs-9-at-emailAddress object identifier (OID) (see below) and are   encoded as described inSection 4.2.1.6 of [RFC5280].   Internationalized email address names use the OID defined in   [RFC8398] and are encoded as described therein.  The email address   SHOULD be in the subjectAltName extension and SHOULD NOT be in the   subject distinguished name.   Receiving agents MUST recognize and accept certificates that contain   no email address.  Agents are allowed to provide an alternative   mechanism for associating an email address with a certificate that   does not contain an email address, such as through the use of the   agent's address book, if available.  Receiving agents MUST recognize   both ASCII and internationalized email addresses in the   subjectAltName extension.  Receiving agents MUST recognize email   addresses in the distinguished name field in the PKCS #9 [RFC2985]   emailAddress attribute:   pkcs-9-at-emailAddress OBJECT IDENTIFIER ::=    { iso(1) member-body(2) us(840) rsadsi(113549) pkcs(1) pkcs-9(9) 1 }   Note that this attribute MUST be encoded as IA5String and has an   upper bound of 255 characters.  The comparing of email addresses is   fraught with peril.  [RFC8398] defines the procedure for doing the   comparison of internationalized email addresses.  For ASCII email   addresses, the domain component (right-hand side of the '@') MUST be   compared using a case-insensitive function.  The local name   component (left-hand side of the '@') SHOULD be compared using a   case-insensitive function.  Some localities may perform other   transformations on the local name component before doing the   comparison; however, an S/MIME client cannot know what specific   localities do.   Sending agents SHOULD make the address in the From or Sender header   in a mail message match an Internet mail address in the signer's   certificate.  Receiving agents MUST check that the address in the   From or Sender header of a mail message matches an Internet mail   address in the signer's certificate, if mail addresses are present in   the certificate.  A receiving agent SHOULD provide some explicit   alternate processing of the message if this comparison fails; this   might be done by displaying or logging a message that shows the   recipient the mail addresses in the certificate or other certificate   details.Schaad, et al.               Standards Track                   [Page 11]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   A receiving agent SHOULD display a subject name or other certificate   details when displaying an indication of successful or unsuccessful   signature verification.   All subject and issuer names MUST be populated (i.e., not an empty   SEQUENCE) in S/MIME-compliant X.509 certificates, except that the   subject distinguished name in a user's (i.e., an end entity's)   certificate MAY be an empty SEQUENCE, in which case the   subjectAltName extension will include the subject's identifier and   MUST be marked as critical.4.  Certificate Processing   S/MIME agents need to provide some certificate retrieval mechanism in   order to gain access to certificates for recipients of digital   envelopes.  There are many ways to implement certificate retrieval   mechanisms.  [X.500] directory service is an excellent example of a   certificate retrieval-only mechanism that is compatible with classic   X.500 distinguished names.  The IETF has published [RFC8162], which   describes an experimental protocol to retrieve certificates from the   Domain Name System (DNS).  Until such mechanisms are widely used,   their utility may be limited by the small number of the   correspondent's certificates that can be retrieved.  At a minimum,   for initial S/MIME deployment, a user agent could automatically   generate a message to an intended recipient requesting the   recipient's certificate in a signed return message.   Receiving and sending agents SHOULD also provide a mechanism to allow   a user to "store and protect" certificates for correspondents in such   a way as to guarantee their later retrieval.  In many environments,   it may be desirable to link the certificate retrieval/storage   mechanisms together in some sort of certificate database.  In its   simplest form, a certificate database would be local to a particular   user and would function in a way similar to an "address book" that   stores a user's frequent correspondents.  In this way, the   certificate retrieval mechanism would be limited to the certificates   that a user has stored (presumably from incoming messages).  A   comprehensive certificate retrieval/storage solution might combine   two or more mechanisms to allow the greatest flexibility and utility   to the user.  For instance, a secure Internet mail agent might resort   to checking a centralized certificate retrieval mechanism for a   certificate if it cannot be found in a user's local certificate   storage/retrieval database.Schaad, et al.               Standards Track                   [Page 12]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   Receiving and sending agents SHOULD provide a mechanism for the   import and export of certificates, using a CMS certs-only message.   This allows for import and export of full certificate chains as   opposed to just a single certificate.  This is described in   [RFC8551].   Agents MUST handle multiple valid CA certificates containing the same   subject name and the same public keys but with overlapping validity   intervals.4.1.  Certificate Revocation Lists   In general, it is always better to get the latest CRL information   from a CA than to get information stored in an incoming message.  A   receiving agent SHOULD have access to some CRL retrieval mechanism in   order to gain access to certificate revocation information when   validating certification paths.  A receiving or sending agent SHOULD   also provide a mechanism to allow a user to store incoming   certificate revocation information for correspondents in such a way   as to guarantee its later retrieval.   Receiving and sending agents SHOULD retrieve and utilize CRL   information every time a certificate is verified as part of a   certification path validation even if the certificate was already   verified in the past.  However, in many instances (such as off-line   verification), access to the latest CRL information may be difficult   or impossible.  The use of CRL information, therefore, may be   dictated by the value of the information that is protected.  The   value of the CRL information in a particular context is beyond the   scope of this specification but may be governed by the policies   associated with particular certification paths.   All agents MUST be capable of performing revocation checks using CRLs   as specified in [RFC5280].  All agents MUST perform revocation status   checking in accordance with [RFC5280].  Receiving agents MUST   recognize CRLs in received S/MIME messages.4.2.  Certificate Path Validation   In creating a user agent for secure messaging, certificate, CRL, and   certification path validation should be highly automated while still   acting in the best interests of the user.  Certificate, CRL, and path   validation MUST be performed as per [RFC5280] when validating a   correspondent's public key.  This is necessary before using a public   key to provide security services such as verifying a signature,   encrypting a content-encryption key (e.g., RSA), or forming a   pairwise symmetric key (e.g., Diffie-Hellman) to be used to encrypt   or decrypt a content-encryption key.Schaad, et al.               Standards Track                   [Page 13]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   Certificates and CRLs are made available to the path validation   procedure in two ways: a) incoming messages and b) certificate and   CRL retrieval mechanisms.  Certificates and CRLs in incoming messages   are not required to be in any particular order, nor are they required   to be in any way related to the sender or recipient of the message   (although in most cases they will be related to the sender).   Incoming certificates and CRLs SHOULD be cached for use in path   validation and optionally stored for later use.  This temporary   certificate and CRL cache SHOULD be used to augment any other   certificate and CRL retrieval mechanisms for path validation on   incoming signed messages.   When verifying a signature and the certificates that are included in   the message, if a signingCertificate attribute fromRFC 2634 [ESS] or   a signingCertificateV2 attribute fromRFC 5035 [ESS] is found in an   S/MIME message, it SHALL be used to identify the signer's   certificate.  Otherwise, the certificate is identified in an S/MIME   message, using either (1) the issuerAndSerialNumber, which identifies   the signer's certificate by the issuer's distinguished name and the   certificate serial number or (2) the subjectKeyIdentifier, which   identifies the signer's certificate by a key identifier.   When decrypting an encrypted message, if an   SMIMEEncryptionKeyPreference attribute is found in an encapsulating   SignedData, it SHALL be used to identify the originator's certificate   found in OriginatorInfo.  See [RFC5652] for the CMS fields that   reference the originator's and recipient's certificates.4.3.  Certificate and CRL Signing Algorithms, and Key Sizes   Certificates and CRLs are signed by the certificate issuer.   Receiving agents:   -  MUST support ECDSA with curve P-256 with SHA-256.   -  MUST support EdDSA with curve25519 using PureEdDSA mode.   -  MUST- support RSA PKCS #1 v1.5 with SHA-256.   -  SHOULD support the RSA Probabilistic Signature Scheme (RSASSA-PSS)      with SHA-256.   Implementations SHOULD use deterministic generation for the parameter   'k' for ECDSA as outlined in [RFC6979].  EdDSA is defined to generate   this parameter deterministically.Schaad, et al.               Standards Track                   [Page 14]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   The following are the RSA and RSASSA-PSS key size requirements for   S/MIME receiving agents during certificate and CRL signature   verification:           key size <= 2047 : SHOULD NOT (seeAppendix A)   2048 <= key size <= 4096 : MUST (see Security Considerations)   4096 <  key size         : MAY  (see Security Considerations)   The signature algorithm OIDs for RSA PKCS #1 v1.5 and RSASSA-PSS with   SHA-256 using 1024-bit through 3072-bit public keys are specified in   [RFC4055], and the signature algorithm definition is found in   [FIPS186-2] with Change Notice 1.   The signature algorithm OIDs for RSA PKCS #1 v1.5 and RSASSA-PSS with   SHA-256 using 4096-bit public keys are specified in [RFC4055], and   the signature algorithm definition is found in [RFC3447].   For RSASSA-PSS with SHA-256, see [RFC4056].   For ECDSA, see [RFC5758] and [RFC6090].  The first reference provides   the signature algorithm's OID, and the second provides the signature   algorithm's definition.  Curves other than curve P-256 MAY be used as   well.   For EdDSA, see [RFC8032] and [RFC8410].  The first reference provides   the signature algorithm's OID, and the second provides the signature   algorithm's definition.  Curves other than curve25519 MAY be used as   well.4.4.  PKIX Certificate Extensions   PKIX describes an extensible framework in which the basic certificate   information can be extended and describes how such extensions can be   used to control the process of issuing and validating certificates.   The LAMPS Working Group has ongoing efforts to identify and create   extensions that have value in particular certification environments.   Further, there are active efforts underway to issue PKIX certificates   for business purposes.  This document identifies the minimum required   set of certificate extensions that have the greatest value in the   S/MIME environment.  The syntax and semantics of all the identified   extensions are defined in [RFC5280].   Sending and receiving agents MUST correctly handle the basic   constraints, key usage, authority key identifier, subject key   identifier, and subject alternative name certificate extensions when   they appear in end-entity and CA certificates.  Some mechanism SHOULD   exist to gracefully handle other certificate extensions when they   appear in end-entity or CA certificates.Schaad, et al.               Standards Track                   [Page 15]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   Certificates issued for the S/MIME environment SHOULD NOT contain any   critical extensions (extensions that have the critical field set to   TRUE) other than those listed here.  These extensions SHOULD be   marked as non-critical, unless the proper handling of the extension   is deemed critical to the correct interpretation of the associated   certificate.  Other extensions may be included, but those extensions   SHOULD NOT be marked as critical.   Interpretation and syntax for all extensions MUST follow [RFC5280],   unless otherwise specified here.4.4.1.  Basic Constraints   The basicConstraints extension serves to delimit the role and   position that an issuing-authority or end-entity certificate plays in   a certification path.   For example, certificates issued to CAs and subordinate CAs contain a   basicConstraints extension that identifies them as issuing-authority   certificates.  End-entity certificates contain the key usage   extension, which restrains end entities from using the key when   performing issuing-authority operations (seeSection 4.4.2).   As per [RFC5280], certificates MUST contain a basicConstraints   extension in CA certificates and SHOULD NOT contain that extension in   end-entity certificates.4.4.2.  Key Usage Extension   The key usage extension serves to limit the technical purposes for   which a public key listed in a valid certificate may be used.   Issuing-authority certificates may contain a key usage extension that   restricts the key to signing certificates, CRLs, and other data.   For example, a CA may create subordinate issuer certificates that   contain a key usage extension that specifies that the corresponding   public key can be used to sign end-user certificates and CRLs.   If a key usage extension is included in a PKIX certificate, then it   MUST be marked as critical.   S/MIME receiving agents MUST NOT accept the signature of a message if   it was verified using a certificate that contains a key usage   extension without at least one of the digitalSignature or   nonRepudiation bits set.  Sometimes S/MIME is used as a secure   message transport for applications beyond interpersonal messaging; inSchaad, et al.               Standards Track                   [Page 16]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   such cases, the S/MIME-enabled application can specify additional   requirements concerning the digitalSignature or nonRepudiation bits   within this extension.   If the key usage extension is not specified, receiving clients MUST   presume that both the digitalSignature and nonRepudiation bits   are set.4.4.3.  Subject Alternative Name   The subject alternative name extension is used in S/MIME as the   preferred means to convey the email address or addresses that   correspond to the entity for this certificate.  If the local portion   of the email address is ASCII, it MUST be encoded using the   rfc822Name CHOICE of the GeneralName type as described in[RFC5280],   Section 4.2.1.6.  If the local portion of the email address is not   ASCII, it MUST be encoded using the otherName CHOICE of the   GeneralName type as described in[RFC8398], Section 3.  Since the   SubjectAltName type is a SEQUENCE OF GeneralName, multiple email   addresses MAY be present.4.4.4.  Extended Key Usage Extension   The extended key usage extension also serves to limit the technical   purposes for which a public key listed in a valid certificate may be   used.  The set of technical purposes for the certificate therefore   are the intersection of the uses indicated in the key usage and   extended key usage extensions.   For example, if the certificate contains a key usage extension   indicating a digital signature and an extended key usage extension   that includes the id-kp-emailProtection OID, then the certificate may   be used for signing but not encrypting S/MIME messages.  If the   certificate contains a key usage extension indicating a digital   signature but no extended key usage extension, then the certificate   may also be used to sign but not encrypt S/MIME messages.   If the extended key usage extension is present in the certificate,   then interpersonal-message S/MIME receiving agents MUST check that it   contains either the id-kp-emailProtection OID or the   anyExtendedKeyUsage OID as defined in [RFC5280].  S/MIME uses other   than interpersonal messaging MAY require the explicit presence of the   extended key usage extension, the presence of other OIDs in the   extension, or both.Schaad, et al.               Standards Track                   [Page 17]

RFC 8550             S/MIME 4.0 Certificate Handling          April 20195.  IANA Considerations   This document has no IANA actions.6.  Security Considerations   All of the security issues faced by any cryptographic application   must be faced by an S/MIME agent.  Among these issues are protecting   the user's private key, preventing various attacks, and helping the   user avoid mistakes such as inadvertently encrypting a message for   the wrong recipient.  The entire list of security considerations is   beyond the scope of this document, but some significant concerns are   listed here.   When processing certificates, there are many situations where the   processing might fail.  Because the processing may be done by a user   agent, a security gateway, or some other program, there is no single   way to handle such failures.  Just because the methods to handle the   failures have not been listed, however, the reader should not assume   that they are not important.  The opposite is true: if a certificate   is not provably valid and associated with the message, the processing   software should take immediate and noticeable steps to inform the end   user about it.   Some of the many places where signature and certificate checking   might fail include the following:   -  no Internet mail addresses in a certificate match the sender of a      message, if the certificate contains at least one mail address   -  no certificate chain leads to a trusted CA   -  no ability to check the CRL for a certificate is implemented   -  an invalid CRL was received   -  the CRL being checked is expired   -  the certificate is expired   -  the certificate has been revoked   There are certainly other instances where a certificate may be   invalid, and it is the responsibility of the processing software to   check them all thoroughly and decide what to do if the check fails.Schaad, et al.               Standards Track                   [Page 18]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   It is possible for there to be multiple unexpired CRLs for a CA.  If   an agent is consulting CRLs for certificate validation, it SHOULD   make sure that the most recently issued CRL for that CA is consulted,   since an S/MIME message sender could deliberately include an older   unexpired CRL in an S/MIME message.  This older CRL might not include   recently revoked certificates; this scenario might lead an agent to   accept a certificate that has been revoked in a subsequent CRL.   When determining the time for a certificate validity check, agents   have to be careful to use a reliable time.  In most cases, the time   used SHOULD be the current time.  Some exceptions to this would be as   follows:   -  The time the message was received is stored in a secure manner and      is used at a later time to validate the message.   -  The time in a SigningTime attribute is found in a countersignature      attribute [RFC5652] that has been successfully validated.   The signingTime attribute could be deliberately set to a time where   the receiving agent would (1) use a CRL that does not contain a   revocation for the signing certificate or (2) use a certificate that   has expired or is not yet valid.  This could be done by either   (1) the sender of the message or (2) an attacker that has compromised   the key of the sender.   In addition to the security considerations identified in [RFC5280],   caution should be taken when processing certificates that have not   first been validated to a trust anchor.  Certificates could be   manufactured by untrusted sources for the purpose of mounting denial-   of-service attacks or other attacks.  For example, keys selected to   require excessive cryptographic processing, or extensive lists of CRL   Distribution Point (CDP) and/or Authority Information Access (AIA)   addresses in the certificate, could be used to mount denial-of-   service attacks.  Similarly, attacker-specified CDP and/or AIA   addresses could be included in fake certificates to allow the   originator to detect receipt of the message even if signature   verification fails.   RSA keys of less than 2048 bits are now considered by many experts to   be cryptographically insecure (due to advances in computing power)   and SHOULD no longer be used to sign certificates or CRLs.  Such keys   were previously considered secure, so processing previously received   signed and encrypted mail may require processing certificates or CRLs   signed with weak keys.  Implementations that wish to support previous   versions of S/MIME or process old messages need to consider the   security risks that result from accepting certificates and CRLs with   smaller key sizes (e.g., spoofed certificates) versus the costs ofSchaad, et al.               Standards Track                   [Page 19]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   denial of service.  If an implementation supports verification of   certificates or CRLs generated with RSA and DSA keys of less than   2048 bits, it MUST warn the user.  Implementers should consider   providing a stronger warning for weak signatures on certificates and   CRLs associated with newly received messages than the one provided   for certificates and CRLs associated with previously stored messages.   Server implementations (e.g., secure mail list servers) where user   warnings are not appropriate SHOULD reject messages with weak   cryptography.   If an implementation is concerned about compliance with National   Institute of Standards and Technology (NIST) key size   recommendations, then see [SP800-57].7.  References7.1.  Reference Conventions    [ESS] refers to [RFC2634] and [RFC5035].    [SMIMEv2] refers to [RFC2311], [RFC2312], [RFC2313], [RFC2314], and    [RFC2315].    [SMIMEv3] refers to [RFC2630], [RFC2631], [RFC2632], [RFC2633],    [RFC2634], and [RFC5035].    [SMIMEv3.1] refers to [RFC2634], [RFC3850], [RFC3851], [RFC3852],    and [RFC5035].    [SMIMEv3.2] refers to [RFC2634], [RFC5035], [RFC5652], [RFC5750],    and [RFC5751].    [SMIMEv4] refers to [RFC2634], [RFC5035], [RFC5652], [RFC8551], and    this document.7.2.  Normative References   [FIPS186-2]              National Institute of Standards and Technology (NIST),              "Digital Signature Standard (DSS) (also with Change              Notice 1)", Federal Information Processing Standards              Publication 186-2, January 2000,              <https://csrc.nist.gov/publications/detail/fips/186/2/archive/2000-01-27>.Schaad, et al.               Standards Track                   [Page 20]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   [FIPS186-3]              National Institute of Standards and Technology (NIST),              "Digital Signature Standard (DSS)", Federal Information              Processing Standards Publication 186-3, June 2009,              <https://csrc.nist.gov/csrc/media/publications/fips/186/3/archive/2009-06-25/documents/fips_186-3.pdf>.   [RFC2119]  Bradner, S., "Key words for use in RFCs to Indicate              Requirement Levels",BCP 14,RFC 2119,              DOI 10.17487/RFC2119, March 1997,              <https://www.rfc-editor.org/info/rfc2119>.   [RFC2634]  Hoffman, P., Ed., "Enhanced Security Services for S/MIME",RFC 2634, DOI 10.17487/RFC2634, June 1999,              <https://www.rfc-editor.org/info/rfc2634>.   [RFC2985]  Nystrom, M. and B. Kaliski, "PKCS #9: Selected Object              Classes and Attribute Types Version 2.0",RFC 2985,              DOI 10.17487/RFC2985, November 2000,              <https://www.rfc-editor.org/info/rfc2985>.   [RFC3279]  Bassham, L., Polk, W., and R. Housley, "Algorithms and              Identifiers for the Internet X.509 Public Key              Infrastructure Certificate and Certificate Revocation List              (CRL) Profile",RFC 3279, DOI 10.17487/RFC3279, April              2002, <https://www.rfc-editor.org/info/rfc3279>.   [RFC3447]  Jonsson, J. and B. Kaliski, "Public-Key Cryptography              Standards (PKCS) #1: RSA Cryptography Specifications              Version 2.1",RFC 3447, DOI 10.17487/RFC3447, February              2003, <https://www.rfc-editor.org/info/rfc3447>.   [RFC4055]  Schaad, J., Kaliski, B., and R. Housley, "Additional              Algorithms and Identifiers for RSA Cryptography for use in              the Internet X.509 Public Key Infrastructure Certificate              and Certificate Revocation List (CRL) Profile",RFC 4055,              DOI 10.17487/RFC4055, June 2005,              <https://www.rfc-editor.org/info/rfc4055>.   [RFC4056]  Schaad, J., "Use of the RSASSA-PSS Signature Algorithm in              Cryptographic Message Syntax (CMS)",RFC 4056,              DOI 10.17487/RFC4056, June 2005,              <https://www.rfc-editor.org/info/rfc4056>.   [RFC5035]  Schaad, J., "Enhanced Security Services (ESS) Update:              Adding CertID Algorithm Agility",RFC 5035,              DOI 10.17487/RFC5035, August 2007,              <https://www.rfc-editor.org/info/rfc5035>.Schaad, et al.               Standards Track                   [Page 21]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   [RFC5280]  Cooper, D., Santesson, S., Farrell, S., Boeyen, S.,              Housley, R., and W. Polk, "Internet X.509 Public Key              Infrastructure Certificate and Certificate Revocation List              (CRL) Profile",RFC 5280, DOI 10.17487/RFC5280, May 2008,              <https://www.rfc-editor.org/info/rfc5280>.   [RFC5652]  Housley, R., "Cryptographic Message Syntax (CMS)", STD 70,RFC 5652, DOI 10.17487/RFC5652, September 2009,              <https://www.rfc-editor.org/info/rfc5652>.   [RFC5750]  Ramsdell, B. and S. Turner, "Secure/Multipurpose Internet              Mail Extensions (S/MIME) Version 3.2 Certificate              Handling",RFC 5750, DOI 10.17487/RFC5750, January 2010,              <https://www.rfc-editor.org/info/rfc5750>.   [RFC5755]  Farrell, S., Housley, R., and S. Turner, "An Internet              Attribute Certificate Profile for Authorization",RFC 5755, DOI 10.17487/RFC5755, January 2010,              <https://www.rfc-editor.org/info/rfc5755>.   [RFC5758]  Dang, Q., Santesson, S., Moriarty, K., Brown, D., and T.              Polk, "Internet X.509 Public Key Infrastructure:              Additional Algorithms and Identifiers for DSA and ECDSA",RFC 5758, DOI 10.17487/RFC5758, January 2010,              <https://www.rfc-editor.org/info/rfc5758>.   [RFC6979]  Pornin, T., "Deterministic Usage of the Digital Signature              Algorithm (DSA) and Elliptic Curve Digital Signature              Algorithm (ECDSA)",RFC 6979, DOI 10.17487/RFC6979, August              2013, <https://www.rfc-editor.org/info/rfc6979>.   [RFC8174]  Leiba, B., "Ambiguity of Uppercase vs Lowercase inRFC2119 Key Words",BCP 14,RFC 8174, DOI 10.17487/RFC8174,              May 2017, <https://www.rfc-editor.org/info/rfc8174>.   [RFC8398]  Melnikov, A., Ed. and W. Chuang, Ed., "Internationalized              Email Addresses in X.509 Certificates",RFC 8398,              DOI 10.17487/RFC8398, May 2018,              <https://www.rfc-editor.org/info/rfc8398>.   [RFC8551]  Schaad, J., Ramsdell, B., and S. Turner,              "Secure/Multipurpose Internet Mail Extensions (S/MIME)              Version 4.0 Message Specification",RFC 8551,              DOI 10.17487/RFC8551, April 2019,              <https://www.rfc-editor.org/info/rfc8551>.Schaad, et al.               Standards Track                   [Page 22]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   [X.680]    "Information Technology - Abstract Syntax Notation One              (ASN.1): Specification of basic notation", ITU-T              Recommendation X.680, ISO/IEC 8824-1:2015, August 2015,              <https://www.itu.int/rec/T-REC-X.680>.7.3  Informative References   [PKCS6]    RSA Laboratories, "PKCS #6: Extended-Certificate Syntax              Standard", November 1993.   [RFC2311]  Dusse, S., Hoffman, P., Ramsdell, B., Lundblade, L., and              L. Repka, "S/MIME Version 2 Message Specification",RFC 2311, DOI 10.17487/RFC2311, March 1998,              <https://www.rfc-editor.org/info/rfc2311>.   [RFC2312]  Dusse, S., Hoffman, P., Ramsdell, B., and J. Weinstein,              "S/MIME Version 2 Certificate Handling",RFC 2312,              DOI 10.17487/RFC2312, March 1998,              <https://www.rfc-editor.org/info/rfc2312>.   [RFC2313]  Kaliski, B., "PKCS #1: RSA Encryption Version 1.5",RFC 2313, DOI 10.17487/RFC2313, March 1998,              <https://www.rfc-editor.org/info/rfc2313>.   [RFC2314]  Kaliski, B., "PKCS #10: Certification Request Syntax              Version 1.5",RFC 2314, DOI 10.17487/RFC2314, March 1998,              <https://www.rfc-editor.org/info/rfc2314>.   [RFC2315]  Kaliski, B., "PKCS #7: Cryptographic Message Syntax              Version 1.5",RFC 2315, DOI 10.17487/RFC2315, March 1998,              <https://www.rfc-editor.org/info/rfc2315>.   [RFC2630]  Housley, R., "Cryptographic Message Syntax",RFC 2630,              DOI 10.17487/RFC2630, June 1999,              <https://www.rfc-editor.org/info/rfc2630>.   [RFC2631]  Rescorla, E., "Diffie-Hellman Key Agreement Method",RFC 2631, DOI 10.17487/RFC2631, June 1999,              <https://www.rfc-editor.org/info/rfc2631>.   [RFC2632]  Ramsdell, B., Ed., "S/MIME Version 3 Certificate              Handling",RFC 2632, DOI 10.17487/RFC2632, June 1999,              <https://www.rfc-editor.org/info/rfc2632>.   [RFC2633]  Ramsdell, B., Ed., "S/MIME Version 3 Message              Specification",RFC 2633, DOI 10.17487/RFC2633, June 1999,              <https://www.rfc-editor.org/info/rfc2633>.Schaad, et al.               Standards Track                   [Page 23]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   [RFC3114]  Nicolls, W., "Implementing Company Classification Policy              with the S/MIME Security Label",RFC 3114,              DOI 10.17487/RFC3114, May 2002,              <https://www.rfc-editor.org/info/rfc3114>.   [RFC3850]  Ramsdell, B., Ed., "Secure/Multipurpose Internet Mail              Extensions (S/MIME) Version 3.1 Certificate Handling",RFC 3850, DOI 10.17487/RFC3850, July 2004,              <https://www.rfc-editor.org/info/rfc3850>.   [RFC3851]  Ramsdell, B., Ed., "Secure/Multipurpose Internet Mail              Extensions (S/MIME) Version 3.1 Message Specification",RFC 3851, DOI 10.17487/RFC3851, July 2004,              <https://www.rfc-editor.org/info/rfc3851>.   [RFC3852]  Housley, R., "Cryptographic Message Syntax (CMS)",RFC 3852, DOI 10.17487/RFC3852, July 2004,              <https://www.rfc-editor.org/info/rfc3852>.   [RFC5751]  Ramsdell, B. and S. Turner, "Secure/Multipurpose Internet              Mail Extensions (S/MIME) Version 3.2 Message              Specification",RFC 5751, DOI 10.17487/RFC5751,              January 2010, <https://www.rfc-editor.org/info/rfc5751>.   [RFC6090]  McGrew, D., Igoe, K., and M. Salter, "Fundamental Elliptic              Curve Cryptography Algorithms",RFC 6090,              DOI 10.17487/RFC6090, February 2011,              <https://www.rfc-editor.org/info/rfc6090>.   [RFC6151]  Turner, S. and L. Chen, "Updated Security Considerations              for the MD5 Message-Digest and the HMAC-MD5 Algorithms",RFC 6151, DOI 10.17487/RFC6151, March 2011,              <https://www.rfc-editor.org/info/rfc6151>.   [RFC6194]  Polk, T., Chen, L., Turner, S., and P. Hoffman, "Security              Considerations for the SHA-0 and SHA-1 Message-Digest              Algorithms",RFC 6194, DOI 10.17487/RFC6194, March 2011,              <https://www.rfc-editor.org/info/rfc6194>.   [RFC8032]  Josefsson, S. and I. Liusvaara, "Edwards-Curve Digital              Signature Algorithm (EdDSA)",RFC 8032,              DOI 10.17487/RFC8032, January 2017,              <https://www.rfc-editor.org/info/rfc8032>.   [RFC8162]  Hoffman, P. and J. Schlyter, "Using Secure DNS to              Associate Certificates with Domain Names for S/MIME",RFC 8162, DOI 10.17487/RFC8162, May 2017,              <https://www.rfc-editor.org/info/rfc8162>.Schaad, et al.               Standards Track                   [Page 24]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   [RFC8410]  Josefsson, S. and J. Schaad, "Algorithm Identifiers for              Ed25519, Ed448, X25519, and X448 for Use in the Internet              X.509 Public Key Infrastructure",RFC 8410,              DOI 10.17487/RFC8410, August 2018,              <https://www.rfc-editor.org/info/rfc8410>.   [SP800-57] National Institute of Standards and Technology (NIST),              "Recommendation for Key Management - Part 1: General",              NIST Special Publication 800-57 Revision 4,              DOI 10.6028/NIST.SP.800-57pt1r4, January 2016,              <https://nvlpubs.nist.gov/nistpubs/SpecialPublications/NIST.SP.800-57pt1r4.pdf>.   [X.500]    "Information technology - Open Systems Interconnection -              The Directory - Part 1: Overview of concepts, models and              services", ITU-T Recommendation X.500,              ISO/IEC 9594-1:2017.Schaad, et al.               Standards Track                   [Page 25]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019Appendix A.  Historic ConsiderationsA.1.  Signature Algorithms and Key Sizes   There are a number of problems with validating certificates on   sufficiently historic messages.  For this reason, it is strongly   suggested that user agents treat these certificates differently from   those on current messages.  These problems include the following:   -  CAs are not required to keep certificates on a CRL beyond one      update after a certificate has expired.  This means that unless      CRLs are cached as part of the message it is not always possible      to check to see if a certificate has been revoked.  The same      problems exist with Online Certificate Status Protocol (OCSP)      responses, as they may be based on a CRL rather than on the      certificate database.   -  RSA and DSA keys of less than 2048 bits are now considered by many      experts to be cryptographically insecure (due to advances in      computing power).  Such keys were previously considered secure, so      the processing of historic certificates will often result in the      use of weak keys.  Implementations that wish to support previous      versions of S/MIME or process old messages need to consider the      security risks that result from smaller key sizes (e.g., spoofed      messages) versus the costs of denial of service.      [SMIMEv3.2] set the lower limit on suggested key sizes for      creating and validation at 1024 bits.  [SMIMEv3.1] set the lower      limit at 768 bits.  Prior to that, the lower bound on key sizes      was 512 bits.   -  Hash functions used to validate signatures on historic messages      may no longer be considered to be secure (see below).  While there      are not currently any known practical pre-image or second      pre-image attacks against MD5 or SHA-1, the fact that they are no      longer considered to be collision resistant implies that the      security level of any signature that is created with these hash      algorithms should also be considered as suspect.   The following algorithms have been called out for some level of   support by previous S/MIME specifications:   -  RSA with MD5 was dropped in [SMIMEv4].  MD5 is no longer      considered to be secure, as it is no longer collision resistant.      Details can be found in [RFC6151].Schaad, et al.               Standards Track                   [Page 26]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019   -  RSA and DSA with SHA-1 were dropped in [SMIMEv4].  SHA-1 is no      longer considered to be secure, as it is no longer collision      resistant.  The IETF statement on SHA-1 can be found in [RFC6194],      but it is out of date relative to the most recent advances.   -  DSA with SHA-256 support was dropped in [SMIMEv4].  DSA was      dropped as part of a general movement from finite fields to      elliptic curves.  Issues related to dealing with non-deterministic      generation of the parameter 'k' have come up (see [RFC6979]).   For 512-bit RSA with SHA-1, see [RFC3279] and [FIPS186-2] without   Change Notice 1; for 512-bit RSA with SHA-256, see [RFC4055] and   [FIPS186-2] without Change Notice 1.  The first reference provides   the signature algorithm's OID, and the second provides the signature   algorithm's definition.   For 512-bit DSA with SHA-1, see [RFC3279] and [FIPS186-2] without   Change Notice 1; for 512-bit DSA with SHA-256, see [RFC5758] and   [FIPS186-2] without Change Notice 1; for 1024-bit DSA with SHA-1, see   [RFC3279] and [FIPS186-2] with Change Notice 1; and for 1024-bit   through 3072-bit DSA with SHA-256, see [RFC5758] and [FIPS186-3].   The first reference provides the signature algorithm's OID, and the   second provides the signature algorithm's definition.Appendix B.  Moving S/MIME v2 Certificate Handling to Historic Status   The S/MIME v3 [SMIMEv3], v3.1 [SMIMEv3.1], v3.2 [SMIMEv3.2], and v4.0   (this document) specifications are backward compatible with the   S/MIME v2 Certificate Handling Specification [SMIMEv2], with the   exception of the algorithms (dropped RC2/40 requirement, and added   DSA and RSASSA-PSS requirements).  Therefore,RFC 2312 [SMIMEv2] was   moved to Historic status.Schaad, et al.               Standards Track                   [Page 27]

RFC 8550             S/MIME 4.0 Certificate Handling          April 2019Acknowledgements   Many thanks go out to the other authors of the S/MIME v2 Certificate   Handling RFC: Steve Dusse, Paul Hoffman, and Jeff Weinstein.  Without   v2, there wouldn't be a v3, v3.1, v3.2, or v4.0.   A number of the members of the S/MIME Working Group have also worked   very hard and contributed to this document.  Any list of people is   doomed to omission, and for that I apologize.  In alphabetical order,   the following people stand out in my mind because they made direct   contributions to this document.   Bill Flanigan, Trevor Freeman, Elliott Ginsburg, Alfred Hoenes, Paul   Hoffman, Russ Housley, David P. Kemp, Michael Myers, John Pawling,   and Denis Pinkas.   The version 4 update to the S/MIME documents was done under the   auspices of the LAMPS Working Group.Authors' Addresses   Jim Schaad   August Cellars   Email: ietf@augustcellars.com   Blake Ramsdell   Brute Squad Labs, Inc.   Email: blaker@gmail.com   Sean Turner   sn3rd   Email: sean@sn3rd.comSchaad, et al.               Standards Track                   [Page 28]

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