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EXPERIMENTAL
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Internet Engineering Task Force (IETF)                        P. HoffmanRequest for Comments: 8162                                         ICANNCategory: Experimental                                       J. SchlyterISSN: 2070-1721                                                 Kirei AB                                                                May 2017Using Secure DNS to Associate Certificates with Domain Names for S/MIMEAbstract   This document describes how to use secure DNS to associate an S/MIME   user's certificate with the intended domain name, similar to the way   that DNS-Based Authentication of Named Entities (DANE),RFC 6698,   does for TLS.Status of This Memo   This document is not an Internet Standards Track specification; it is   published for examination, experimental implementation, and   evaluation.   This document defines an Experimental Protocol for the Internet   community.  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).  Not   all documents approved by the IESG are a candidate for any level of   Internet Standard; seeSection 2 of RFC 7841.   Information about the current status of this document, any errata,   and how to provide feedback on it may be obtained athttp://www.rfc-editor.org/info/rfc8162.Copyright Notice   Copyright (c) 2017 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   (http://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.Hoffman & Schlyter            Experimental                      [Page 1]

RFC 8162           DNS-Based Authentication for S/MIME          May 2017Table of Contents1.  Introduction  . . . . . . . . . . . . . . . . . . . . . . . .21.1.  Terminology . . . . . . . . . . . . . . . . . . . . . . .31.2.  Experiment Goal . . . . . . . . . . . . . . . . . . . . .32.  The SMIMEA Resource Record  . . . . . . . . . . . . . . . . .43.  Location of the SMIMEA Record . . . . . . . . . . . . . . . .4   4.  Email Address Variants and Internationalization       Considerations  . . . . . . . . . . . . . . . . . . . . . . .55.  Mandatory-to-Implement Features . . . . . . . . . . . . . . .66.  Application Use of S/MIME Certificate Associations  . . . . .67.  Certificate Size and DNS  . . . . . . . . . . . . . . . . . .78.  IANA Considerations . . . . . . . . . . . . . . . . . . . . .79.  Security Considerations . . . . . . . . . . . . . . . . . . .79.1.  Response Size . . . . . . . . . . . . . . . . . . . . . .89.2.  Email Address Information Leak  . . . . . . . . . . . . .810. References  . . . . . . . . . . . . . . . . . . . . . . . . .910.1.  Normative References . . . . . . . . . . . . . . . . . .910.2.  Informative References . . . . . . . . . . . . . . . . .10   Acknowledgements  . . . . . . . . . . . . . . . . . . . . . . . .11   Authors' Addresses  . . . . . . . . . . . . . . . . . . . . . . .111.  Introduction   S/MIME [RFC5751] messages often contain a certificate (some messages   contain more than one certificate).  These certificates assist in   authenticating the sender of the message and can be used for   encrypting messages that will be sent in reply.  In order for the   S/MIME receiver to authenticate that a message is from the sender   identified in the message, the receiver's Mail User Agent (MUA) must   validate that this certificate is associated with the purported   sender.  Currently, the MUA must trust a trust anchor upon which the   sender's certificate is rooted and must successfully validate the   certificate.  There are other requirements on the MUA, such as   associating the identity in the certificate with that of the message,   that are out of scope for this document.   Some people want to authenticate the association of the sender's   certificate with the sender without trusting a configured trust   anchor.  Others to want mitigate the difficulty of finding   certificates from outside the enterprise.  Given that the DNS   administrator for a domain name is authorized to give identifying   information about the zone, it makes sense to allow that   administrator to also make an authoritative binding between email   messages purporting to come from the domain name and a certificate   that might be used by someone authorized to send mail from those   servers.  The easiest way to do this is to use the DNS.Hoffman & Schlyter            Experimental                      [Page 2]

RFC 8162           DNS-Based Authentication for S/MIME          May 2017   This document describes a mechanism for associating a user's   certificate with the domain that is similar to that described in DANE   itself [RFC6698], as updated by [RFC7218] and [RFC7671]; it is also   similar to the mechanism given in [RFC7929] for OpenPGP.  Most of the   operational and security considerations for using the mechanism in   this document are described inRFC 6698 and are not described here at   all.  Only the major differences between this mechanism and those   used inRFC 6698 are described here.  Thus, the reader must be   familiar withRFC 6698 before reading this document.1.1.  Terminology   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.   This document also makes use of standard PKIX, DNSSEC, and S/MIME   terminology.  See PKIX [RFC5280], DNSSEC [RFC4033] [RFC4034]   [RFC4035], and S/MIME [RFC5751] for these terms.1.2.  Experiment Goal   This specification is one experiment in improving access to public   keys for end-to-end email security.  There are a range of ways in   which this can reasonably be done for OpenPGP or S/MIME, for example,   using the DNS, SMTP, or HTTP.  Proposals for each of these have been   made with various levels of support in terms of implementation and   deployment.  For each such experiment, specifications such as this   will enable experiments to be carried out that may succeed or that   may uncover technical or other impediments to large- or small-scale   deployments.  The IETF encourages those implementing and deploying   such experiments to publicly document their experiences so that   future specifications in this space can benefit.   This document defines an RRtype whose use is Experimental.  The goal   of the experiment is to see whether encrypted email usage will   increase if an automated discovery method is available to Mail   Transfer Agents (MTAs) and if MUAs help the end user with email   encryption key management.   It is unclear if this RRtype will scale to some of the larger email   service deployments.  Concerns have been raised about the size of the   SMIMEA record and the size of the resulting DNS zone files.  This   experiment hopefully will give the IETF some insight into whether or   not this is a problem.Hoffman & Schlyter            Experimental                      [Page 3]

RFC 8162           DNS-Based Authentication for S/MIME          May 2017   If the experiment is successful, it is expected that the findings of   the experiment will result in an updated document for Standards Track   approval.2.  The SMIMEA Resource Record   The SMIMEA DNS resource record (RR) is used to associate an end   entity certificate or public key with the associated email address,   thus forming a "SMIMEA certificate association".  The semantics of   how the SMIMEA resource record is interpreted are given later in this   document.  Note that the information returned in the SMIMEA record   might be for the end entity certificate, or it might be for the trust   anchor or an intermediate certificate.  This mechanism is similar to   the one given in [RFC7929] for OpenPGP.   The type value for the SMIMEA RRtype is defined inSection 8.  The   SMIMEA resource record is class independent.   The SMIMEA wire format and presentation format are the same as for   the TLSA record as described inSection 2.1 of [RFC6698].  The   certificate usage field, the selector field, and the matching type   field have the same format; the semantics are also the same except   whereRFC 6698 talks about TLS as the target protocol for the   certificate information.3.  Location of the SMIMEA Record   The DNS does not allow the use of all characters that are supported   in the "local-part" of email addresses as defined in [RFC5322] and   [RFC6530].  Therefore, email addresses are mapped into DNS using the   following method:   1.  The "left-hand side" of the email address, called the "local-       part" in both the mail message format definition [RFC5322] and in       the specification for internationalized email [RFC6530]) is       encoded in UTF-8 (or its subset ASCII).  If the local-part is       written in another charset, it MUST be converted to UTF-8.   2.  The local-part is first canonicalized using the following rules.       If the local-part is unquoted, any comments and/or folding       whitespace (CFWS) around dots (".") is removed.  Any enclosing       double quotes are removed.  Any literal quoting is removed.   3.  If the local-part contains any non-ASCII characters, it SHOULD be       normalized using the Unicode Normalization Form C from [UNICODE].       Recommended normalization rules can be found inSection 10.1 of       [RFC6530].Hoffman & Schlyter            Experimental                      [Page 4]

RFC 8162           DNS-Based Authentication for S/MIME          May 2017   4.  The local-part is hashed using the SHA2-256 [RFC5754] algorithm,       with the hash truncated to 28 octets and represented in its       hexadecimal representation, to become the left-most label in the       prepared domain name.   5.  The string "_smimecert" becomes the second left-most label in the       prepared domain name.   6.  The domain name (the "right-hand side" of the email address,       called the "domain" in [RFC5322]) is appended to the result of       step 5 to complete the prepared domain name.   For example, to request an SMIMEA resource record for a user whose   email address is "hugh@example.com", an SMIMEA query would be placed   for the following QNAME: "c93f1e400f26708f98cb19d936620da35eec8f72e57   f9eec01c1afd6._smimecert.example.com".4.  Email Address Variants and Internationalization Considerations   Mail systems usually handle variant forms of local-parts.  The most   common variants are upper and lower case, often automatically   corrected when a name is recognized as such.  Other variants include   systems that ignore "noise" characters such as dots, so that local-   parts 'johnsmith' and 'John.Smith' would be equivalent.  Many systems   allow "extensions" such as 'john-ext' or 'mary+ext' where 'john' or   'mary' is treated as the effective local-part, and the 'ext' is   passed to the recipient for further handling.  This can complicate   finding the SMIMEA record associated with the dynamically created   email address.   [RFC5321] and its predecessors have always made it clear that only   the recipient MTA is allowed to interpret the local-part of an   address.  Therefore, sending MUAs and MTAs supporting this   specification MUST NOT perform any kind of mapping rules based on the   email address.  In order to improve the chances of finding SMIMEA   resource records for a particular local-part, domains that allow   variant forms (such as treating local-parts as case-insensitive)   might publish SMIMEA resource records for all variants of local-   parts, might publish variants on first use (for example, a webmail   provider that also controls DNS for a domain can publish variants as   used by owner of a particular local-part), or might just publish   SMIMEA resource records for the most common variants.Section 3 above defines how the local-part is used to determine the   location in which one looks for an SMIMEA resource record.  Given the   variety of local-parts seen in email, designing a good experiment for   this is difficult as a) some current implementations are known to   lowercase at least US-ASCII local-parts, b) we know from (many) otherHoffman & Schlyter            Experimental                      [Page 5]

RFC 8162           DNS-Based Authentication for S/MIME          May 2017   situations that any strategy based on guessing and making multiple   DNS queries is not going to achieve consensus for good reasons, and   c) the underlying issues are just hard -- seeSection 10.1 of   [RFC6530] for discussion of just some of the issues that would need   to be tackled to fully address this problem.   However, while this specification is not the place to try to address   these issues with local-parts, doing so is also not required to   determine the outcome of this experiment.  If this experiment   succeeds, then further work on email addresses with non-ASCII local-   parts will be needed, and that would be better based on the findings   from this experiment, rather than doing nothing or starting this   experiment based on a speculative approach to what is a very complex   topic.5.  Mandatory-to-Implement Features   S/MIME MUAs conforming to this specification MUST be able to   correctly interpret SMIMEA records with certificate usages 0, 1, 2,   and 3.  S/MIME MUAs conforming to this specification MUST be able to   compare a certificate association with a certificate offered by   another S/MIME MUA using selector types 0 and 1, and matching type 0   (no hash used) and matching type 1 (SHA-256), and SHOULD be able to   make such comparisons with matching type 2 (SHA-512).   S/MIME MUAs conforming to this specification MUST be able to   interpret any S/MIME capabilities (defined in [RFC4262]) in any   certificates that it receives through SMIMEA records.6.  Application Use of S/MIME Certificate Associations   The SMIMEA record allows an application or service to obtain an   S/MIME certificate or public key and use it for verifying a digital   signature or encrypting a message to the public key.  The DNS answer   MUST pass DNSSEC validation; if DNSSEC validation reaches any state   other than "Secure" (as specified in [RFC4035]), the DNSSEC   validation MUST be treated as a failure.   If no S/MIME certificates are known for an email address, an SMIMEA   DNS lookup MAY be performed to seek the certificate or public key   that corresponds to that email address.  This can then be used to   verify a received signed message or can be used to send out an   encrypted email message.  An application whose attempt fails to   retrieve a DNSSEC-verified SMIMEA resource record from the DNS should   remember that failed attempt and not retry it for some time.  This   will avoid sending out a DNS request for each email message the   application is sending out; such DNS requests constitute a privacy   leak.Hoffman & Schlyter            Experimental                      [Page 6]

RFC 8162           DNS-Based Authentication for S/MIME          May 20177.  Certificate Size and DNS   Due to the expected size of the SMIMEA record, applications SHOULD   use TCP -- not UDP -- to perform queries for the SMIMEA resource   record.   Although the reliability of the transport of large DNS resource   records has improved in the last years, it is still recommended to   keep the DNS records as small as possible without sacrificing the   security properties of the public key.  The algorithm type and key   size of certificates should not be modified to accommodate this   section.8.  IANA Considerations   This document uses a new DNS RRtype, SMIMEA, whose value (53) was   allocated by IANA from the "Resource Record (RR) TYPEs" subregistry   of the "Domain Name System (DNS) Parameters" registry.9.  Security Considerations   Client treatment of any information included in the trust anchor is a   matter of local policy.  This specification does not mandate that   such information be inspected or validated by the domain name   administrator.   DNSSEC does not protect the queries from pervasive monitoring as   defined in [RFC7258].  Since DNS queries are currently mostly   unencrypted, a query to look up a target SMIMEA record could reveal   that a user using the (monitored) recursive DNS server is attempting   to send encrypted email to a target.   Various components could be responsible for encrypting an email   message to a target recipient.  It could be done by the sender's MUA,   an MUA plugin, or the sender's MTA.  Each of these have their own   characteristics.  An MUA can ask the user to make a decision before   continuing.  The MUA can either accept or refuse a message.  The MTA   might deliver the message as is or encrypt the message before   delivering.  Each of these components should attempt to encrypt an   unencrypted outgoing message whenever possible.   In theory, two different local-parts could hash to the same value.   This document assumes that such a hash collision has a negligible   chance of happening.   If an obtained S/MIME certificate is revoked or expired, that   certificate MUST NOT be used, even if that would result in sending a   message in plaintext.Hoffman & Schlyter            Experimental                      [Page 7]

RFC 8162           DNS-Based Authentication for S/MIME          May 2017   Anyone who can obtain a DNSSEC private key of a domain name via   coercion, theft, or brute-force calculations can replace any SMIMEA   record in that zone and all of the delegated child zones.  Any future   messages encrypted with the malicious SMIMEA key could then be read.   Therefore, a certificate or key obtained from a DNSSEC-validated   SMIMEA record can only be trusted as much as the DNS domain can be   trusted.   Organizations that are required to be able to read everyone's   encrypted email should publish the escrow key as the SMIMEA record.   Mail servers of such organizations MAY optionally re-encrypt the   message to the individual's S/MIME key.  This case can be considered   a special case of the key-replacement attack described above.9.1.  Response Size   To prevent amplification attacks, an Authoritative DNS server MAY   wish to prevent returning SMIMEA records over UDP unless the source   IP address has been confirmed with DNS Cookies [RFC7873].  If a query   is received via UDP without source IP address verification, the   server MUST NOT return REFUSED but answer the query with an empty   answer section and the truncation flag set ("TC=1").9.2.  Email Address Information Leak   The hashing of the local-part in this document is not a security   feature.  Publishing SMIMEA records will create a list of hashes of   valid email addresses, which could simplify obtaining a list of valid   email addresses for a particular domain.  It is desirable to not ease   the harvesting of email addresses where possible.   The domain name part of the email address is not used as part of the   hash so that hashes can be used in multiple zones deployed using   DNAME [RFC6672].  This makes it slightly easier and cheaper to brute-   force the SHA2-256 hashes into common and short local-parts, as   single rainbow tables [Rainbow] can be reused across domains.  This   can be somewhat countered by using NSEC3 [RFC5155].   DNS zones that are signed with DNSSEC using NSEC [RFC4033] for denial   of existence are susceptible to zone walking, a mechanism that allows   someone to enumerate all the SMIMEA hashes in a zone.  This can be   used in combination with previously hashed common or short local-   parts (in rainbow tables) to deduce valid email addresses.  DNSSEC-   signed zones using NSEC3 for denial of existence instead of NSEC are   significantly harder to brute-force after performing a zone walk.Hoffman & Schlyter            Experimental                      [Page 8]

RFC 8162           DNS-Based Authentication for S/MIME          May 201710.  References10.1.  Normative References   [RFC2119]  Bradner, S., "Key words for use in RFCs to Indicate              Requirement Levels",BCP 14,RFC 2119,              DOI 10.17487/RFC2119, March 1997,              <http://www.rfc-editor.org/info/rfc2119>.   [RFC4033]  Arends, R., Austein, R., Larson, M., Massey, D., and S.              Rose, "DNS Security Introduction and Requirements",RFC 4033, DOI 10.17487/RFC4033, March 2005,              <http://www.rfc-editor.org/info/rfc4033>.   [RFC4034]  Arends, R., Austein, R., Larson, M., Massey, D., and S.              Rose, "Resource Records for the DNS Security Extensions",RFC 4034, DOI 10.17487/RFC4034, March 2005,              <http://www.rfc-editor.org/info/rfc4034>.   [RFC4035]  Arends, R., Austein, R., Larson, M., Massey, D., and S.              Rose, "Protocol Modifications for the DNS Security              Extensions",RFC 4035, DOI 10.17487/RFC4035, March 2005,              <http://www.rfc-editor.org/info/rfc4035>.   [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,              <http://www.rfc-editor.org/info/rfc5280>.   [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, <http://www.rfc-editor.org/info/rfc5751>.   [RFC5754]  Turner, S., "Using SHA2 Algorithms with Cryptographic              Message Syntax",RFC 5754, DOI 10.17487/RFC5754, January              2010, <http://www.rfc-editor.org/info/rfc5754>.   [RFC6698]  Hoffman, P. and J. Schlyter, "The DNS-Based Authentication              of Named Entities (DANE) Transport Layer Security (TLS)              Protocol: TLSA",RFC 6698, DOI 10.17487/RFC6698, August              2012, <http://www.rfc-editor.org/info/rfc6698>.   [RFC7671]  Dukhovni, V. and W. Hardaker, "The DNS-Based              Authentication of Named Entities (DANE) Protocol: Updates              and Operational Guidance",RFC 7671, DOI 10.17487/RFC7671,              October 2015, <http://www.rfc-editor.org/info/rfc7671>.Hoffman & Schlyter            Experimental                      [Page 9]

RFC 8162           DNS-Based Authentication for S/MIME          May 2017   [RFC8174]  Leiba, B., "Ambiguity of Uppercase vs Lowercase inRFC2119 Key Words",BCP 14,RFC 8174, DOI 10.17487/RFC8174,              May 2017, <http://www.rfc-editor.org/info/rfc8174>.10.2.  Informative References   [Rainbow]  Oechslin, P., "Making a Faster Cryptanalytic Time-Memory              Trade-Off", DOI 10.1007/978-3-540-45146-4_36, 2003,              <http://www.iacr.org/cryptodb/archive/2003/CRYPTO/1615/1615.ps>.   [RFC4262]  Santesson, S., "X.509 Certificate Extension for Secure/              Multipurpose Internet Mail Extensions (S/MIME)              Capabilities",RFC 4262, DOI 10.17487/RFC4262, December              2005, <http://www.rfc-editor.org/info/rfc4262>.   [RFC5155]  Laurie, B., Sisson, G., Arends, R., and D. Blacka, "DNS              Security (DNSSEC) Hashed Authenticated Denial of              Existence",RFC 5155, DOI 10.17487/RFC5155, March 2008,              <http://www.rfc-editor.org/info/rfc5155>.   [RFC5321]  Klensin, J., "Simple Mail Transfer Protocol",RFC 5321,              DOI 10.17487/RFC5321, October 2008,              <http://www.rfc-editor.org/info/rfc5321>.   [RFC5322]  Resnick, P., Ed., "Internet Message Format",RFC 5322,              DOI 10.17487/RFC5322, October 2008,              <http://www.rfc-editor.org/info/rfc5322>.   [RFC6530]  Klensin, J. and Y. Ko, "Overview and Framework for              Internationalized Email",RFC 6530, DOI 10.17487/RFC6530,              February 2012, <http://www.rfc-editor.org/info/rfc6530>.   [RFC6672]  Rose, S. and W. Wijngaards, "DNAME Redirection in the              DNS",RFC 6672, DOI 10.17487/RFC6672, June 2012,              <http://www.rfc-editor.org/info/rfc6672>.   [RFC7218]  Gudmundsson, O., "Adding Acronyms to Simplify              Conversations about DNS-Based Authentication of Named              Entities (DANE)",RFC 7218, DOI 10.17487/RFC7218, April              2014, <http://www.rfc-editor.org/info/rfc7218>.   [RFC7258]  Farrell, S. and H. Tschofenig, "Pervasive Monitoring Is an              Attack",BCP 188,RFC 7258, DOI 10.17487/RFC7258, May              2014, <http://www.rfc-editor.org/info/rfc7258>.Hoffman & Schlyter            Experimental                     [Page 10]

RFC 8162           DNS-Based Authentication for S/MIME          May 2017   [RFC7873]  Eastlake 3rd, D. and M. Andrews, "Domain Name System (DNS)              Cookies",RFC 7873, DOI 10.17487/RFC7873, May 2016,              <http://www.rfc-editor.org/info/rfc7873>.   [RFC7929]  Wouters, P., "DNS-Based Authentication of Named Entities              (DANE) Bindings for OpenPGP",RFC 7929,              DOI 10.17487/RFC7929, August 2016,              <http://www.rfc-editor.org/info/rfc7929>.   [UNICODE]  The Unicode Consortium, "The Unicode Standard",              <http://www.unicode.org/versions/latest/>.Acknowledgements   A great deal of material in this document is copied from [RFC7929].   That material was created by Paul Wouters and other participants in   the IETF DANE WG.   Brian Dickson, Stephen Farrell, Miek Gieben, Martin Pels, and Jim   Schaad contributed technical ideas and support to this document.Authors' Addresses   Paul Hoffman   ICANN   Email: paul.hoffman@icann.org   Jakob Schlyter   Kirei AB   Email: jakob@kirei.seHoffman & Schlyter            Experimental                     [Page 11]

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