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Internet Draft Steve Dusse,draft-dusse-smime-msg-01.txtdraft-dusse-smime-msg-02.txt RSA Data SecurityMayJuly 5, 1997 Paul Hoffman, ExpiresNovemberJanuary 5,19971998 Internet Mail Consortium Blake Ramsdell, Deming Internet Security Laurence Lundblade, Qualcomm Lisa Repka, Netscape S/MIME Message Specification Status of this memo This document is an Internet-Draft. Internet-Drafts are working documents of the Internet Engineering Task Force (IETF), its areas, and its working groups. Note that other groups may also distribute working documents as Internet-Drafts. Internet-Drafts are draft documents valid for a maximum of six months and may be updated, replaced, or obsoleted by other documents at any time. It is inappropriate to use Internet-Drafts as reference material or to cite them other than as "work in progress." To learn the current status of any Internet-Draft, please check the "1id-abstracts.txt" listing contained in the Internet-Drafts Shadow Directories on ftp.is.co.za (Africa), nic.nordu.net (Europe), munnari.oz.au (Pacific Rim), ds.internic.net (US East Coast), or ftp.isi.edu (US West Coast). 1. Introduction S/MIME (Secure/Multipurpose Internet Mail Extensions) provides a standard way to send and receive secure MIME data. Based on the popular Internet MIME standard, S/MIME provides the following cryptographic security services for electronic messaging applications: authentication, message integrity and non-repudiation of origin (using digital signatures) and privacy and data security (using encryption). S/MIME can be used by traditional mail user agents (MUAs) to add cryptographic security services to mail that is sent, and to interpret cryptographic security services in mail that is received. However, S/MIME is not restricted to mail; it can be used with any transport mechanism that transports MIME data, such as HTTP. As such, S/MIME takes advantage of the object-based features of MIME and allows secure messages to be exchanged in mixed-transport systems. Further, S/MIME can be used in automated message transfer agents that use cryptographic security services that do not require any human intervention, such as the signing of software-generated documents and the encryption of FAX messages sent over the Internet. 1.1 Specification Overview This document describes a protocol for adding cryptographic signature and encryption services to MIME data. The MIME standard [MIME-SPEC] provides a general structure for the content type of Internet messages and allows extensions for new content type applications. This draft defines how to create a MIME body part has been cryptographically enhanced according to PKCS #7 [PKCS-7]. This draft also defines the application/pkcs7-mime MIME type that can used to transport those body parts. This draft also defines how to create certification requests that conform to PKCS #10 [PKCS-10], and the application/pkcs10 MIME type for transporting those request. This draft also discusses how to use the multipart/signed MIME type defined in [MIME-SECURE] to transport S/MIME signed messages. This draft also defines the application/pkcs7-signature MIME type, which is also used to transport S/MIME signed messages. This specification is compatible with PKCS #7 in that it uses the data types defined by PKCS #7. In order to create S/MIME messages, an agent has to follow specifications in this draft, as well as some of the specifications listed in the following pre-standards works: - "PKCS #1: RSA Encryption Standard", [PKCS-1]. - "PKCS #7: Cryptographic Message Syntax Standard", [PKCS-7] - "PKCS#9: Selected Attribute Types", [PKCS-9]. - "PKCS#10: Certification Request Syntax Standard", [PKCS-10]. Throughout this draft, there are requirements and recommendations made for how receiving agents handle incoming messages. There are separate requirements and recommendations for how sending agents create outgoing messages. In general, the best strategy is to "be liberal in what you receive and conservative in what you send". Most of the requirements are placed on the handling of incoming messages while the recommendations are mostly on the creation of outgoing messages. The separation for requirements on receiving agents and sending agents also derives from the likelihood that there will be S/MIME systems that involve software other than traditional Internet mail clients. S/MIME can be used with any system that transports MIME data. An automated process that sends an encrypted message might not be able to receive an encrypted message at all, for example. Thus, the requirements and recommendations for the two types of agents are listed separately when appropriate. 1.2 Terminology Throughout this draft, the terms MUST, MUST NOT, SHOULD, and SHOULD NOT are used in capital letters. This conforms to the definitions in [MUSTSHOULD]. 1.3 Definitions For the purposes of this draft, the following definitions apply. ASN.1: Abstract Syntax Notation One, as defined in CCITT X.208. BER: Basic Encoding Rules for ASN.1, as defined in CCITT X.209. Certificate: A type that binds an entity's distinguished name to a public key with a digital signature. DER: Distinguished Encoding Rules for ASN.1, as defined in CCITT X.509, Section 8.7. 7-bit data: Text data with lines less than 998 characters long, where none of the characters have the 8th bit set, and there are no NULL characters. <CR> and <LF> occur only as part of a <CR><LF> end of line delimiter. 8-bit data: Text data with lines less than 998 characters, and where none of the characters are NULL characters. <CR> and <LF> occur only as part of a <CR><LF> end of line delimiter. Binary data: Arbitrary data. Transfer Encoding: A reversible transformation made on data so 8-bit or binary data may be sent via a channel that only transmits 7-bit data. 1.4 Compatibility with Pre-standards S/MIME Appendix C containsimportnatimportant information about how standards-based S/MIME agents should act in order to have the greatest interoperability with pre-standards S/MIME. 1.5 Discussion of This Draft This draft is being discussed on the "ietf-smime" mailing list. To subscribe, send a message to: ietf-subscribe-request@imc.org with the single word subscribe in the body of the message. There is a Web site for the mailing list at <http://www.imc.org/ietf-smime/>. 2. PKCS #7 Options The PKCS #7 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. 2.1 DigestAlgorithmIdentifier Receiving agents MUST support SHA-1 and MD5. Sending agents SHOULD use SHA-1. 2.2 DigestEncryptionAlgorithmIdentifier Receiving agents MUST support rsaEncryption, defined in [PKCS-1]. Receiving agents MUST support verification of signatures using RSA public key sizes from 512 bits to 1024 bits. Sending agents MUST support rsaEncryption. Outgoing messages are signed with a user's private key. The size of the private key is determined during key generation. 2.3 KeyEncryptionAlgorithmIdentifier Receiving agents MUST support rsaEncryption. Incoming encrypted messages contain symmetric keys which are to be decrypted with a user's private key. The size of the private key is determined during key generation. Sending agents MUST support rsaEncryption. Sending agents MUST support encryption of symmetric keys with RSA public keys at key sizes from 512 bits to 1024 bits. 2.4 General Syntax The PKCS #7 defines six distinct content types: "data", "signedData", "envelopedData", "signedAndEnvelopedData", "digestedData", and "encryptedData". Receiving agents MUST support the "data","signedData", "signedAndEnvelopedData","signedData" and "envelopedData" content types. Sending agents may or may not send out any of the content types, depending on the services that the agent supports. 2.4.1 Data Content Type Sending agents MUST use the "data" content type as the content within other content types to indicate the message content which has had security services applied to it. 2.4.2 Signed-data Content Type Sending agents MUST use the Signed-data content type to apply a digital signature to a message or, in a degenerate case where there is no signature information, to convey information pertaining to certificates. 2.4.3 Enveloped-data Content Type This content type is used to apply privacy protection to a message. A sender needs to have access to a public key for each intended message recipient to use this service. This content type does not provide authentication. 2.4.4 Signed-and-enveloped-data Content Type This content type is used to apply a digital signature as well as privacy protection to a message. A sender needs to have access to a public key for each intended message recipient to use this service. This content type should only be used for compatibility with [PEM]. The separate application of signing then enveloping SHOULD be used in all other cases. 2.5 SignerInfo Type The SignerInfo type allows the inclusion of unauthenticated and authenticated attributes to be included along with a signature. Receiving agents MUST be able to handle and display zero or one instance of each of the signed attributes described in this section. Sending agents SHOULD be able to generate one instance of each of the signed attributes described in this section, and SHOULD include these attributes in each signed and/or encrypted message sent. 2.5.1 Signing-Time Attribute The signing-time attribute is used to convey the time that a message was signed. Until there are trusted timestamping services, the time of signing will most likely be created by a message originator and therefore is only as trustworthy as the originator. The syntax of the signing-time attributeis defined in [PKCS-9].is: SigningTime ::= UTCTime 2.5.2 SMIMECapabilities Attribute The SMIMECapabilities attribute includes signature algorithms (such as "md5WithRSAEncryption"), symmetric algorithms (such as "DES-CBC"), and key encipherment algorithms (such as "rsaEncryption"). It also includes a non-algorithm capability which is the preference for signedData. The SMIMECapabilities were designed to be flexible and extensible so that, in the future, a means of identifying other capabilities and preferences such as certificates can be added in a way that will not cause current clients to break. The semantics of the SMIMECapabilites attribute specify a partial list as to what the client announcing the SMIMECapabilites can support. A client does not have to list every capability it supports, and probably should not list all its capabilities so that the capabilities list doesn't get too long. In an SMIMECapabilities attribute, the OIDs are listed in order of their preference, but SHOULD be logically separated along the lines of their categories (signature algorithms, symmetric algorithms, key encipherment algorithms, etc.) The structure of the SMIMECapabilities attribute is to facilitate simple table lookups and binary comparisons in order to determine matches. For instance, the DER-encoding for the SMIMECapability for DES EDE3 CBC SHOULD be identically encoded regardless of the implementation. In the case of symmetric algorithms, the associated parameters for the OID MUST specify all of the parameters necessary to differentiate between two instances of the same algorithm. For instance, the number of rounds and block size for RC5 must be specified in addition to the key length. There is a list of OIDs (the registered SMIMECapabilities list) that is centrally maintained and is separate from this draft. Upon moving this draft to standards track, the IANA will maintain the list of OIDs. Until this draft becomes a draft standard, the list of OIDs is maintained by the Internet Mail Consortium at <http://www.imc.org/ietf-smime/oids.html>. The OIDs that correspond to algorithms SHOULD use the same OID as the actual algorithm, except in the case where the algorithm usage is ambiguous from the OID. For instance, in an earlier draft, rsaEncryption was ambiguous because it could refer to either a signature algorithm or a key encipherment algorithm. In the event that an OID is ambiguous, it needs to be arbitrated by the maintainer of the registered SMIMECapabilities list as to which type of algorithm will use the OID, and a new OID MUST be allocated under the SMIMECapabilities OID to satisfy the other use of the OID. The registered SMIMECapabilities list specifies the parameters for OIDs that need them, most notably key lengths in the case of variable-length symmetric ciphers. In the event that there are no differentiating parameters for a particular OID, the parameters MUST be omitted, and MUST NOT be encoded as NULL. Additional values for the SMIMECapabilities attribute may be defined in the future. Also, additional attributes and values for those attributes may be defined in the future. Receiving agents MUST handle a SMIMECapabilities object that has attributes or values that it does not recognize in a graceful manner. 2.6 ContentEncryptionAlgorithmIdentifier Receiving agents MUST support decryption and encryption using the"FOO"RC2 algorithm [RC2] at a key size of 40 bits, hereinafter called"FOO/40"."RC2/40". Receiving agents SHOULD support decryption using DES EDE3 CBC, hereinafter called "tripleDES". Sending agents SHOULD support encryption withF00/40RC2/40 and tripleDES.[[[Note for draft -01: Obviously, there is no "FOO" algorithm. There is a debate on the mailing list whether the specification of any 40-bit algorithm in the draft would cause weak security. The use of FOO/40 in this draft should help focus on that topic, hopefully to either convince readers that no weak security is mandated, or to fix any case where weak security is accidentally mandated. Because of statements from RSA, it is unclear which 40-bit algorithm will be used. The current candidates are RC2 at 40 bits (if RSA removes its trade secret claims on RC2) and DES at 40 bits. For draft -01, it does not matter which of these algorithms are chosen. A future version of this draft will specify the algorithm fully or will remove the 40-bit algorithm altogether.]]]2.6.1 Deciding Which Encryption Method To Use When a sending agent creates an encrypted message, it has to decide which type of encryption to use. The decision process involves using information garnered from the capabilities lists included in messages received from the recipient, as well as out-of-band information such as private agreements, user preferences, legal restrictions, and so on. Section 2.5 defines a method by which a sending agent can optionally announce, among other things, its decrypting capabilities in its order of preference. The following method for processing and remembering the encryption capabilities attribute in incoming signed messages SHOULD be used. - If the receiving agent has not yet created list of capabilities for the sender's public key, then, after verifying the signature on the incoming message and checking the timestamp, the receiving agent SHOULD create a new list containing at least the signing time and the symmetric capabilities. - If such a list already exists, the receiving agent SHOULD verify that the signing time in the incoming message is greater than the signing time stored in the list and that the signature is valid. If so, the receiving agent SHOULD update both the signing time and capabilities in the list. Values of the signing time that lie far in the future (that is, a greater discrepancy than any reasonable clock skew), or capabilities lists in messages whose signature could not be verified, SHOULD NOT be accepted. The list of capabilities SHOULD be stored for future use in creating messages. Before sending a message, the sending agent MUST decide whether it is willing to use weak encryption for the particular data in the message. If the sending agent decides that weak encryption is unacceptable for this data, then the sending agent MUST NOT use a weak algorithm such asFOO/40.RC2/40. The decision to use or not use weak encryption overrides any other decision in this section about which encryption algorithm to use. Sections 2.6.2.1 through 2.6.2.4 describe the decisions a sending agent SHOULD use in deciding which type of encryption should be applied to a message. These rules are ordered, so the sending agent SHOULD make its decision in the order given. 2.6.2.1 Rule 1: Known Capabilities If the sending agent has received a set of capabilities from the recipient for the message the agent is about to encrypt, then the sending agent SHOULD use that information by selecting the first capability in the list (that is, the capability most preferred by the intended recipient) for which sending agent knows how to encrypt. The sending agent SHOULD use one of the capabilities in the list if the agent reasonably expects the recipient to be able to decrypt the message. 2.6.2.2 Rule 2: Unknown Capabilities, Known Use of Encryption If: - the sending agent has no knowledge of the encryption capabilities of the recipient, - and the sending agent has received at least one message from the recipient, - and the last encrypted message received from the recipient had a trusted signature on it, then the outgoing message SHOULD use the same encryption algorithm as was used on the last signed message received from the recipient. 2.6.2.3 Rule 3: Unknown Capabilities, Risk of Failed Decryption If: - the sending agent has no knowledge of the encryption capabilities of the recipient, - and the sending agent is willing to risk that the recipient may not be able to decrypt the message, then the sending agent SHOULD use tripleDES. 2.6.2.4 Rule 4: Unknown Capabilities, No Risk of Failed Decryption If: - the sending agent has no knowledge of the encryption capabilities of the recipient, - and the sending agent is not willing to risk that the recipient may not be able to decrypt the message, then the sending agent MUST useFOO/40.RC2/40. 2.6.3 Choosing Weak Encryption Like all algorithms that use 40 bit keys,FOO/40RC2/40 is considered by many to be weak encryption. A sending agent that is controlled by a human SHOULD allow a human sender to determine the risks of sending data usingFOO/40RC2/40 or a similarly weak encryption algorithm before sending the data, and possibly allow the human to use a stronger encryption method such as tripleDES. 3. Creating S/MIME Messages This section describes the S/MIME message formats and howto createthey are created. S/MIME messagesusing various body parts, someare a combination ofwhichMIME bodies and PKCS objects. Several MIME types as well as several PKCS objects arecryptographically processedused. The data to be secured is always a canonical MIME entity. The MIME entity and other data, such asdescribedcertificates and algorithm identifiers, are given to PKCS processing facilities which produces a PKCS object. The PKCS object is then finally wrapped inSection 2.MIME. S/MIME provides one format for enveloped-only data, several formats for signed-only data, and several formats for signed and enveloped data. Several formats are required to accommodate several environments, in particular for signed messages. The criteria for choosing among these formats are also described. The reader of this section is expected to understand MIME as described in[MIME-SPEC][MIME-SPEC], [MIME-SECURE] and[MIME-SECURE].[APP-MIME]. 3.1Content-Type application/pkcs7-mime This subsection definesPreparing theformat of dataMIME Entity for Signing or Enveloping S/MIME is usedin application/pkcs7-mime. 3.1.1 Formatto secure MIME entities. A MIME entity may be a sub-part, sub-parts ofthe application/pkcs7-mime Body PKCS #7 definesageneral ASN.1 type, ContentInfo, for use in exchanging cryptographic information. PKCS #7 also defines several content types which can be used within a ContentInfo. For our purposes here, the most important are SignedData (for exchanging digitally signed data), EnvelopedData (for exchanging digitally enveloped data) and SignedAndEnvelopedData (for exchanging data both digitally signed and enveloped). Therefore, whenmessage, or the whole message with all its sub-parts. A MIMEcontent type application/pkcs7-mimeentity that isused,thebody MUST be a ContentInfo as defined by [PKCS-7], encoded usingwhole message includes only theBasic Encoding Rules (BER). The PKCS #7 content type SHOULDMIME headers and MIME body, and does not include the RFC-822 headers. Note that S/MIME can also beSignedData, EnvelopedData or SignedAndEnvelopedData, but use ofused to secure MIME entities used in applications othercontent types defined by [PKCS-7] are also allowed. Since BERthan Internet mail. The MIME entity that isspecified, insteadsecured and described in this section can be thought ofthe more restrictive DER, an application may use techniques suchasindefinite-length encoding. This is especially useful for transferring large data or streamed data wherethetotal length"inside" MIME entity. That is, it isnot knownthe "innermost" object inadvance. Data produced by BERwhat is8-bit, but many transports are limited to 7-bit data. Therefore, in most situations,possibly asuitable 7-bit Content-Transfer-Encodinglarger MIME message. Processing "outside" MIME entities into PKCS-7 objects isneeded, such as base64. PKCS #7 has a provision for "detached data", where, for example, the SignedDatadescribed inthe ContentInfo contains only the signature information, but not the actual data which is signed (which is transferred separately). S/MIME agents using application/pkcs7-mime MUST NOT use detached data,Section 3.2, 3.4 andthe data MUST be present within the ContentInfo. PKCS #7 provideselsewhere. The procedure for preparing adegenerate case of SignedData which can be used for disseminating certificates and CRLs. ThisMIME entity isexplicitly allowedgiven inapplication/pkcs7-mime. In this case, the content[MIME-SPEC]. The same procedure isomitted fromused here with some additional restrictions when signing. Description of theContentInfo and thereprocedures from [MIME-SPEC] areno entries inrepeated here, but theSignerInfos, leaving only entriesreader should refer to that document forcertificates and CRLs. Typically, thisthe exact procedure. This section also describes additional requirements. A single procedure is used for creating MIME entities that are toconvey certificates in response to a certification request,be signed, enveloped, orCRLs in response to a CRL retrieval request. The MIME agent SHOULD process and store the certificates and CRLsboth signed andmay choose to display a confirmationenveloped. Some additional steps are recommended tothe user. The requirementdefend against known corruptions that can occur during mail transport that are of particular importance for clear-signing using thesignedmultipart/signed format. It is recommended that these additional steps be performed on enveloped messages, or signed and envelopeddata has to itselfmessages in order that the message can bea MIME body partforwarded to any environment without modification. These steps are descriptive rather than prescriptive. The implementor is free to use any procedure as long as thereason the protocol defined hereresult iscalled "application/pkcs7-mime" and not "application/pkcs7". A protocol for transferring a PKCS #7 object with arbitrary signed or enveloped content could be defined, butthe same. Step 1. The MIME entity isoutsideprepared according to thescope of this draft. 3.1.2 Formatlocal conventions Step 2. The leaf parts of theSigned or Enveloped application/pkcs7-mime Data PKCS #7 places no requirements onMIME entity are converted to canonical form Step 3. Appropriate transfer encoding is applied to theformatleaves of thedata whichMIME entity When an S/MIME message issigned or enveloped. However, for use in application/pkcs7-mime,received, thesigned or enveloped datasecurity services on the message are removed, and the result isitself athe MIME entity.Therefore, when aThat MIME entity is typically passed to a MIME-capable user agentreceives an application/pkcs7-mime object, the result of removingwhere, it is further decoded and presented to thesignatureuser orenvelope canreceiving application. 3.1.1 Canonicalization Each MIME entity MUST bepassed directlyconverted to a canonical form that is uniquely and unambiguously representable in thenormal MIME-processing software. Becauseenvironment where theMIME entity being signed or envelopedsignature islikely to be transferred tocreated andprocessed on a different platform than it was created,thedata MUSTenvironment where the signature will beinverified. MIMEcanonical format.entities MUST be canonicalized for enveloping as well as signing. Themost common difference between platforms is the endexact details ofline delimiter. There are other considerations forcanonicalization depend on theselectionactual MIME type and subtype of an entity, and are not described here. Instead, thetransfer encodingstandard for the particular MIMEentity that affect the ability to verify the signature of a received MIME entity, especially if it is totype should besubsequently forwarded. The data thatconsulted. For example, canonicalization of type text/plain issigneddifferent from canonicalization of audio/basic. Other than text types, most types have only one representation regardless of computing platform orenveloped has toenvironment which can be considered their canonical representation. In general, canonicalization will berecoveredperformed by therecipient in the exact form it was produced bysending agent rather than thesender, so agents MUST be sure that this data be in a canonical formatS/MIME implementation. The most common and important canonicalization is for text, whichcan be processed by any platform. Converting a message into canonical formatiscoveredoften represented differently in[MIME-SPEC]. When creating a fulldifferent environments. MIMEentity,entities of major type "text" must have both their line endings and character set canonicalized. The line ending must be theencoded sub-entitiespair of characters <CR><LF>, and the character set should be registered character set. The details of the canonicalization areinsertedspecified in [MIME-SPEC]. 3.1.2 Transfer Encoding When generating any of thefullsecured MIMEentity. This step consists essentially of concatenatingentities below, except thesub-entities interspersed withsigning using theappropriate MIME Content-type, Content-Transfer-Encoding, and related headers and part boundaries. Note that MIME headers and boundaries aremultipart/signed format, no transfer encoding at alltextis required. S/MIME implementations MUST be able to deal withcanonical line endings.binary MIME objects. If no Content-Transfer-Encoding header is present, the transfer encoding should be considered binary. S/MIME implementations SHOULD however use transfer encoding described in section 3.1.3Outside Content Transfer Encodingfor all MIME entities they secure. Thebody of application/pkcs7-mimereason for securing only 7-bit MIME entities, even for enveloped data that are not exposed to the transport, is that it allows the MIME entity to be handled in any environment without changing it. For example, aBER-encoded PKCS #7 ContentInfo. However, as mentioned above,trusted gateway might remove theresultenvelope, but not the signature, ofBER-encodinga message, and then forward the signed message on to the end recipient so that they can verify the signatures directly. If the transport internal to the site isbinary data,not 8-bit clean, such as on a wide-area network with a single mail gateway, verifying the signature will not be possible unless the original MIME entity was only 7-bittext.data. 3.1.3 Transfer Encoding for Signing Using multipart/signed IfS/MIME is being used inasystemmultipart/signed entity is EVER to be transmitted over the standard Internet SMTP infrastructure or other transport thatrequiresis constrained to 7-bit text,such as SMTP, a contentit MUST have transfer encodingmust be used. In general, base64 Content-Transfer-Encoding can be used, although allapplied so that it isrequired isrepresented as 7-bit text. MIME entities thattheare 7-bit data already need no transferencoding beencoding. Entities suchthat application/pkcs7-mime entityas 8-bit text and binary data can betransferred intact. (Itencoded with quoted-printable or base-64 transfer encoding. The primary reason for the 7-bit requirement iseven possiblethat thetransfer encoding will be changed byInternet mail transport infrastructure cannot guarantee transport of 8-bit or binary data. Even though many segments of the transport infrastructure now handle 8-bit and even binary data, it is sometimes not possible to know whether transport path is 8-bit clear. If a mail message with 8-bit data were to encounter a message transferagent, because this is explicitly permitted.) 3.1.4 Receiving an application/pkcs7-mime Body Part These areagent that can not transmit 8-bit or binary data, thestepsagent has three options, none of which are acceptable forreceiving an application/pkcs7-mimea clear-signed message.Step 1. Remove any content- The agent could change the transferencoding. Step 2. Examineencoding; this would invalidate thePKCS #7 ContentInfo to determinesignature. - The agent could transmit thePKCS #7 content type. Step 3. Processdata anyway, which would most likely result in theinner content type according to PKCS #7. Step 4. Pass8th bit being corrupted; this too would invalidate theresultsignature - The agent could return the message toa standard MIME processor which removesthe sender. [MIME-SECURE] prohibits an agent from changing the transferencoding, splits multipart entities, and possibly convertsencoding of theparts to local format. 3.2 Content-Type application/pkcs10 A typical application which allowsfirst part of auser to generate cryptographic information has to submitmultipart/signed message. If a compliant agent thatinformation tocan not transmit 8-bit or binary data encounters acertification authority, who transformsmultipart/signed message with 8-bit or binary data in the first part, itinto a certificate. PKCS #10 describes a syntax for certification requests. The application/pkcs10 body type MUST be usedwould have to return the message to the sender as undeliverable. 3.1.4 Sample Canonical MIME Entity This shows a multipart/signed message with full transfer encoding. This message contains aPKCS #10 certification request. The details of certification requeststext part andthe process of obtaining a certificatean attachment. The sample message text includes characters that arebeyond the scope of this draft. Instead, onlynot US-ASCII and thus must be transfer encoded. Though not shown here, theformatend ofdata used in application/pkcs10each line isdefined. 3.2.1 Format<CR><LF>. The line ending of theapplication/pkcs10 Body PKCS #10 defines the ASN.1 type CertificationRequest for use in submitting a certification request. Therefore, when theMIMEcontent type application/pkcs10 is used,headers, thebody MUST be a CertificationRequest,text, and transfer encodedusing the Basic Encoding Rules (BER). Although BER is specified, instead ofparts, all must be <CR><LF>. Content-Type: multipart/mixed; boundary=bar --bar Content-Type: text/plain; charset=iso-8859-1 Content-Transfer-Encoding: quoted-printable A1Hola Michael! How do you like themore restrictive DER,new S/MIME standard? I agree. It's generally atypical applicationgood idea to encode lines that begin with From=20because some mail transport agents willuse DER sinceinsert a greater- than (>) sign, thus invalidating theCertificationRequest's CertificationRequestInfo has tosignature. Also, in some cases it might beDER-encodeddesirable to encode any =20 trailing whitespace that occurs on lines in order tobe signed. A robust application SHOULD output DER, but allow BER or DER on input. Data produced by BER or DERensure =20 that the message signature is8-bit, but many transports are limited to 7-bit data. Therefore,not invalidated when passing =20 asuitable 7-bit Content-Transfer-Encoding SHOULD be applied.gateway that modifies such whitespace (like BITNET). =20 --bar Content-Type: application/wally-wiggle iQCVAwUBMJrRF2N9oWBghPDJAQE9UQQAtl7LuRVndBjrk4EqYBIb3h5QXIX/LC// jJV5bNvkZIGPIcEmI5iFd9boEgvpirHtIREEqLQRkYNoBActFBZmh9GC3C041WGq uMbrbxc+nIs1TIKlA08rVi9ig/2Yh7LFrK5Ein57U/W72vgSxLhe/zhdfolT9Brn HOxEa44b+EI= =ndaj --bar-- 3.2 Thebase64 Content-Transfer-Encoding SHOULD be used with application/pkcs10, although any 7-bit transfer encoding may work. 3.2.2 Sending and Receiving an application/pkcs10 Body Part For sending a certificate-signing request, the application/pkcs10 message format MUST beapplication/pkcs7-mime Type The application/pkcs7-mime type is used toconvey a PKCS #10 certificate-signing request. Note that for sendingcarry acertificatesPKCS-7 objects of several types including envelopedData andCRLs messages without anysignedData. The details of constructing these entities is described in subsequent sections. This section describes the general characteristics of the application/pkcs7-mime type. This MIME type always carries a single PKCS-7 object. The PKCS-7 object must always be BER encoding of the ASN.1 syntax describing the object. The contentInfo field of the carried PKCS-7 object always contains a MIME entity that is prepared as described in section 3.1. The contentInfo field must never be empty. Since PKCS-7 objects are binary data, in most cases base-64 transfer encoding is appropriate, in particular when used with SMTP transport. The transfer encoding used depends on the transport through which object is to be sent, and is not a characteristic of the MIME type. Note that this discussion refers to the transfer encoding of the PKCS-7 object or "outside" MIME entity. It is completely distinct from, and unrelated to, the transfer encoding of the MIME entity secured by the PKCS-7 object, the "inside" object, which is described in section 3.1. [Note: the following has been added to the spec, and is not in earlier versions. It should not cause any incompatibilities with pre-standards S/MIME implementations, and should help receiving agents.] Because there are several types of application/pkcs7-mime objects, a sending agent SHOULD do as much as possible to help a receiving agent know about the contents of the object without forcing the receiving agent to decode the ASN.1 for the object. The MIME headers of all application/pkcs7-mime objects SHOULD include the optional "smime-type" parameter, as described in the following sections. 3.2.1 The name and filename Parameters For the application/pkcs7-mime, sending agents SHOULD emit the optional "name" parameter to the Content-Type field for compatibility with older systems. Sending agents SHOULD also emit the optional Content-Disposition field with the "filename" parameter. If a sending agent emits the above parameters, the value of the parameters SHOULD be a file name with the appropriate extension: S/MIME Type File Extension application/pkcs7-mime .p7m (signedData, envelopedData) application/pkcs7-mime .p7c (degenerate signedData "certs-only" message) application/pkcs7-signature .p7s application/pkcs10 .p10 In addition, the file name SHOULD be limited to eight characters followed by a three letter extension. The eight character filename base can be any distinct name; the use of the filename "smime" SHOULD be used to indicate that the MIME entity is associated with S/MIME. Including a file name serves two purposes. It facilitates easier use of S/MIME objects as files on disk. It also can convey type information across gateways. When a MIME entity of type application/pkcs7-mime (for example) arrives at a gateway that has no special knowledge of S/MIME, it will default the entity's MIME type to application/octet-stream and treat it as a generic attachment, thus losing the type information. However, the suggested filename for an attachment is often carried across a gateway. This often allows the receiving systems to determine the appropriate application to hand the attachment off to, in this case a stand-alone S/MIME processing application. Note that this mechanism is provided as a convenience for implementations in certain environments. A proper S/MIME implementation MUST use the MIME types and should not rely on the file extensions. 3.3 Creating an Enveloped-only Message This section describes the format for enveloping a MIME entity without signing it. Step 1. The MIME entity to be enveloped is prepared according to section 3.1. Step 2. The MIME entity and other required data is processed into a PKCS-7 object of type envelopedData. Step 3. The PKCS-7 object is inserted into an application/pkcs7-mime MIME entity. The smime-type parameter for enveloped-only messages is "enveloped-data". The file type for this type of message is ".p7m". A sample message would be: Content-Type: application/pkcs7-mime; smime-type=enveloped-data; name=smime.p7m Content-Transfer-Encoding: base64 Content-Disposition: attachment; filename=smime.p7m rfvbnj756tbBghyHhHUujhJhjH77n8HHGT9HG4VQpfyF467GhIGfHfYT6 7n8HHGghyHhHUujhJh4VQpfyF467GhIGfHfYGTrfvbnjT6jH7756tbB9H f8HHGTrfvhJhjH776tbB9HG4VQbnj7567GhIGfHfYT6ghyHhHUujpfyF4 0GhIGfHfQbnj756YT64V 3.4 Creating a Signed-only Message There are two formats for signedcontent,messages defined for S/MIME. The criteria for choosing among them are given in section 3.8. 3.4.1 Signing Using application/pkcs7-mime and SignedData This signing format uses the application/pkcs7-mimemessageMIME type. The steps to create this formatMUST be usedare: Step 1. The MIME entity is prepared according toconveysection 3.1 Step 2. The MIME entity and other required data is processed into adegenerate PKCS #7PKCS-7 object of type signedData"certs-only" message. To sendStep 3. The PKCS-7 object is inserted into anapplication/pkcs10 body,application/pkcs7-mime MIME entity The smime-type parameter for messages using application/pkcs7-mime and SignedData is "signed-data". The file type for this type of message is ".p7m". A sample message would be: Content-Type: application/pkcs7-mime; smime-type=signed-data; name=smime.p7m Content-Transfer-Encoding: base64 Content-Disposition: attachment; filename=smime.p7m 567GhIGfHfYT6ghyHhHUujpfyF4f8HHGTrfvhJhjH776tbB9HG4VQbnj7 77n8HHGT9HG4VQpfyF467GhIGfHfYT6rfvbnj756tbBghyHhHUujhJhjH HUujhJh4VQpfyF467GhIGfHfYGTrfvbnjT6jH7756tbB9H7n8HHGghyHh 6YT64V0GhIGfHfQbnj75 3.4.2 Signing Using the Multipart/signed Format This format is a clear-signing format. Recipients without any S/MIME or PKCS processing facilities are able to view the message. It makes use of the multipart/signed MIME type described in [MIME-SECURE]. The multipart/signed MIME type has two parts. The first part contains the MIME entity that is to be signed; the second part contains the signature, which is a PKCS-7 detached signature. 3.4.2.1 The application/pkcs7-signature MIME type This MIME type always contains a single PKCS-7 object of type signedData. The contentInfo field of theapplication generatesPKCS-7 object must be empty. The signerInfos field contains thecryptographic informationsignatures for theuser.MIME entity. The details of thecryptographic informationregistered type arebeyond the scope of this draft. Step 1.given in Appendix XX. Thecryptographic informationfile type for signed-only messages using application/pkcs7-signature isplaced within".p7s". 3.4.2.2 Creating aPKCS #10 CertificationRequest.multipart/signed Message Step2.1. TheCertificationRequestMIME entity to be signed isencodedprepared according toBER or DER (typically, DER).section 3.1, taking special care for clear-signing. Step3. As a typical step, the DER-encoded CertificationRequest is also base64 encoded so that it2. The MIME entity is7-bit data suitable for transferpresented to PKCS-7 processing inSMTP. This then becomes the bodyorder to obtain an object of type signedData with anapplication/pkcs10 body part.empty contentInfo field. Step 3. Theresult might look like this: Content-Type: application/pkcs10 Content-Transfer-Encoding: base64 rfvbnj756tbBghyHhHUujhJhjH77n8HHGT9HG4VQpfyF467GhIGfHfYT6 7n8HHGghyHhHUujhJh4VQpfyF467GhIGfHfYGTrfvbnjT6jH7756tbB9H f8HHGTrfvhJhjH776tbB9HG4VQbnj7567GhIGfHfYT6ghyHhHUujpfyF4 0GhIGfHfQbnj756YT64V A typical application only needs to send a certification request. ItMIME entity isa certification authority that has to receive and process the request. The steps for recovering the CertificationRequest from the message are straightforward but are not presented here. The procedures for processing the certification request are beyondinserted into thescope of this document. 3.3 Usefirst part ofthe Multipart/Signed Content-Type [MIME-SECURE] defines thea multipart/signedcontent type explicitly for clear-signed messages. Clear signing means the content is in the clear so that recipientsmessage withsystemsno processing other than thatdo not process PKCS information can still read the message even if they cannot verifydescribed in section 3.1. Step 4. Transfer encoding is applied to thesignature. The multipart/signed MIME typedetached signature and it is inserted into amultipartMIME entity of typewith exactly two parts.application/pkcs7-signature Step 5. Thefirst part carries theMIME entitybeing signed, andof the application/pkcs7-signature is inserted into the second partcarriesof thesignature.multipart/signed entity The multipart/signed Content type has two parameters:- Thethe protocol parameter(required) - The(required), and the micalg parameter(optional)(optional). The protocol parameter MUST be "application/pkcs7-signature". Note that quotation marks are required around the protocol parameter because MIME requires that the "/" character in the parameter value MUSTbe quoted. The optional micalg parameter allows for one-pass processing when the signature is being verified. The value of the micalg parameter is dependent on the message digest algorithm used in the calculation of the Message Integrity Check. An example of a multipart/signed message is: Content-Type: multipart/signed; protocol="application/pkcs7-signature"; micalg=rsa-md5; boundary=boundary42 --boundary42 Content-Type: text/plain This is a clear-signed message --boundary42 Content-Type: application/pkcs7-signature Content-Transfer-Encoding: base64 ghyHhHUujhJhjH77n8HHGTrfvbnj756tbB9HG4VQpfyF467GhIGfHfYT6 4VQpfyF467GhIGfHfYT6jH77n8HHGghyHhHUujhJh756tbB9HGTrfvbnj n8HHGTrfvhJhjH776tbB9HG4VQbnj7567GhIGfHfYT6ghyHhHUujpfyF4 7GhIGfHfYT64VQbnj756 --boundary42-- 3.3.1 Preparation of the Data for Signing The data is prepared as described in section 3.2 with the following extra considerations for transfer encoding. All parts of the MIME entity MUST be encoded with 7-bit, quoted-printable, or base64 transfer encoding before computing the signature. No binary or 8-bit data is permitted. This means that receiving agents, even those on 8-bit-clean transport systems, MUST be able to remove 7-bit, quoted-printable, or base64 transfer encoding. The current Internet mail transport infrastructure cannot guarantee transport of unencoded binary or 8-bit data and because the digest for the signature is computed on the fully encoded message. If a message with 8-bit data were to encounter a message transfer agent (MTA) that can not transmit 8-bit or binary data it has three options, none of which are acceptable for a clear-signed message. - The MTA could change the transfer encoding, but that would invalidate the signature. - The MTA could transmit the data anyway, which would most likely result in the 8th bit being stripped, also resulting inbe quoted. The optional micalg parameter allows for one-pass processing when the signature is beinginvalidated. -verified. TheMTA could returnvalue of themessage tomicalg parameter is dependent on thesender. [MIME-SECURE] prohibits an MTA from changingmessage digest algorithm used in thetransfer encodingcalculation of thefirst part ofMessage Integrity Check. 3.4.2.3 Sample mulipart/signed message Content-Type: multipart/signed; protocol="application/pkcs7-signature"; micalg=rsa-md5; boundary=boundary42 --boundary42 Content-Type: text/plain This is amultipart/signedclear-signed message.If a compliant MTA encountered a--boundary42 Content-Type: application/pkcs7-signature; name=smime.p7s Content-Transfer-Encoding: base64 Content-Disposition: attachment; filename=smime.p7s ghyHhHUujhJhjH77n8HHGTrfvbnj756tbB9HG4VQpfyF467GhIGfHfYT6 4VQpfyF467GhIGfHfYT6jH77n8HHGghyHhHUujhJh756tbB9HGTrfvbnj n8HHGTrfvhJhjH776tbB9HG4VQbnj7567GhIGfHfYT6ghyHhHUujpfyF4 7GhIGfHfYT64VQbnj756 --boundary42-- 3.4.2.4 Encapsulation Using application/mime In some cases, multipart/signedmessage with 8-bit or binary dataentities are automatically decomposed in such a way as to make computing the hash of the first part,it would have to returnthemessage tosigned part, impossible; in such a situation, thesender as undeliverable. Sending agents may choosesignature becomes unverifiable. In order touse quoted printable transfer encodingprevent such decomposition until the MIME entity can be processed insome situations where ita proper S/MIME environment, a multipart/signed entity maynot otherwise seem necessarybe encapsulated in an application/mime entity. All S/MIME implementations SHOULD be able tobetter preservegenerate and receive application/mime encapsulations of multipart/signed entities which have their signature of type application/pkcs7-mime. In particular, on receipt of a MIME entity of type application/mime with thedata sotype parameter "multipart/signed" and thesignature can be verified. For example, trailing spaces should alwaysprotocol parameter "application/pkcs7-mime", a receiving agent SHOULD bequoted-printable encodedable to process the entity correctly. This is required even if the local environment has facilities for processing application/mime becausesome mail systems strip themthe application/mime standard requires that the encapsulated entity only be processed on request of the user, or ifthey are not transferred with encoding. Alsoprocessing software can process theword "From" followed by a space atentity completely and correctly. In this case, an S/MIME facility can always process thebeginningentity completely and SHOULD do so. The steps to create an application/mime encapsulation of aline should be encodedmultipart/signed entity are: Step 1. Prepare a multipart/signed message assome mail systems convert thisdescribed in section 3.4.2.2 Step 2. Insert the multipart/signed entity into an application/mime according to">From". Because[APP-MIME]. This requires that the parameters of therestrictionmultipart/signed entity be included as parameters on8-bit transport it isthe application/mime entity. In addition, the application/mime entity SHOULD have a name parameter giving a file name ending with ".aps". It SHOULD alsonecessary to use quoted printable encoding for text using an 8-bit character set such as ISO-8859-1. 3.3.2 The application/pkcs7-signature Type The second part ofhave a content-disposition parameter with themultipart/signed message MUSTsame filename. The ".aps" extension SHOULD be used exclusively for application/mime encapsulated multipart/signed entities containing a signature of type application/pkcs7-signature.The dataThis is necessary so that the receiving agent can correctly dispatch to software that verifies S/MIME signatures in environments where thesecond part isMIME type and parameters have been lost or can't be used for such dispatch. Basically, thePKCS #7 detached signature.file extension becomes the sole carrier of type information. Adetached signaturesample application/mime encapsulation of a signed message might be: Content-type: application/mime; content-type="multipart/signed"; protocol="application/pkcs7-signature"; micalg=rsa-md5; name=smime.aps Content-disposition: attachment; filename=smime.aps Content-Type: multipart/signed; protocol="application/pkcs7-signature"; micalg=rsa-md5; boundary=boundary42 --boundary42 Content-Type: text/plain This is aPKCS #7 data object of type SignedData withvery short clear-signed message. However, at least you can read it! --boundary42 Content-Type: application/pkcs7-signature Content-Transfer-Encoding: base64 ghyHhHUujhJhjH77n8HHGTrfvbnj756tbB9HG4VQpfyF467GhIGfHfYT6 4VQpfyF467GhIGfHfYT6jH77n8HHGghyHhHUujhJh756tbB9HGTrfvbnj n8HHGTrfvhJhjH776tbB9HG4VQbnj7567GhIGfHfYT6ghyHhHUujpfyF4 7GhIGfHfYT64VQbnj756 --boundary42-- 3.4.2.5 Encapsulation in an Non-MIME Environment While this standard primarily addresses thesignerInfos field containing signatures on some external dataInternet, it is useful to compose and receive S/MIME secured messages in non-MIME environments. This is particularly theContentInfo field empty. In this case, the external datacase when it is desired that security be implemented end-to-end. Other discussion here addresses thefully encoded MIME entity described above and placedreceipt of S/MIME messages in non-MIME environments. Here thefirst partcomposition ofthemultipart/signedmessage. 3.3.3 Procedure for Sendingentities is addressed. When aClear Signed Message Step 1. The datamessage ispreparedto be sent in such an environment, the multipart/signed entity is created as describedabove so the transfer encoding of all the partsabove. That entity iseither 7-bit, quoted-printable or base64. Step 2. The PKCS #7 detached signature forthen treated as an opaque stream of bits and added to thedata is computed. Step 3. The content datamessage as an attachment. It must have a file name that ends with ".aps", as this isinserted intothefirst part ofsole mechanism for recognizing it as an S/MIME message by themultipart/signedreceiving agent. When this message arrives in a MIMEentity. Step 4. The detached signatureenvironment, it isinserted into the second partlikely to have a MIME type of application/octet-stream, with MIME parameters giving themultipart/signed message using appropriate transfer encoding. 3.3.4 Procedurefilename forReceiving a Clear Signed Message Step 1. The agent separatesthetwo parts ofattachment. If themultipart/signed entity. Step 2. The message digest ofintervening gateway has carried thefirst partfile type, it will end in ".aps" and be recognized as an S/MIME message. 3.5 Signing and Encrypting To achieve signing and enveloping, any of themultipart/signed messagesigned-only and encrypted-only formats may be nested. This iscomputed. Step 3. The application/pkcs7-signature information inallowed because thesecond partabove formats are all MIME entities, and because they all secure MIME entities. In addition, PKCS-7 provides a data type for enveloped and signed data, and its use isprocessed along with the digest obtained in the first stepdescribed here. An S/MIME implementation MUST be able toverify the signature. Step 4. The MIME processingreceive anddecodingprocess arbitrarily nested S/MIME within reasonable resource limits of thefirst part proceeds andrecipient computer. It is possible to either sign a message first, or to envelope the message first. It ispresentedup to the implementor and the useralong withto chose. When signing first, theresult ofsignatories are then securely obscured by thesignature verification. 3.4 Nesting of S/MIME Security Services MIME allows for an arbitrarily complex structure thatenveloping. When enveloping first the signatories are exposed, but it isfrequently limited in practicepossible toa basic functional subset. Whileverify signatures without removing theMIME specification allowsenveloping. This may be useful in anarbitrary depth of MIME entities nested within other MIME entities, the addition of security servicesenvironment were automatic signature verification is desired, as no private key material is required to verify a signature. 3.6 Creating a Certificates-only Message The certificates only message or MIMEdata makes arbitrary nesting difficult to implement and challenging to conveyentity is used toa usertransport certificates, such as in response to ameaningful way. As with other areas in the S/MIME specification, requirements and recommendationsregistration request. This format can also be used to convey CRLs. Step 1. The certificates are madewhich attemptavailable tobalancetheconcerns of utility versus simplicity. IfPKCS-7 generating process which creates auser chooses to both signPKCS object of type signedData. The contentInfo andenvelope a message to another user, this cansignerInfos fields must beaccomplishedempty. Step 2. The PKCS-7 signedData object is enclosed intwo ways: - by creatingan application/pkcs7-mime MIME entity The smime-type parameter for aPKCS #7 signedAndEnvelopedData contentcerts-only messages is "certs-only". The file type- by separately creating a signedData contentfor this typethen using the result as inputof message is ".p7c". 3.7 Creating a Registration Request A typical application which allows a user tocreate an envelopedData contentgenerate cryptographic information has to submit that information to a certification authority, who transforms it into a certificate. PKCS #10 describes a syntax for certification requests. The application/pkcs10 body typeConcerns have been voiced aboutMUST be used to transfer a PKCS #10 certification request. The details of certification requests and thefact thatprocess of obtaining a certificate are beyond thesignedAndEnvelopedData content type exposesscope of this draft. Instead, only theidentitiesformat of data used in application/pkcs10 is defined. 3.7.1 Format of theS/MIME signatories (i.e.Application/pkcs10 Body PKCS #10 defines theissuerAndSerialNumberASN.1 type CertificationRequest foreach signatory is not protecteduse in submitting a certification request. Therefore, when theenvelope). In order to accommodateMIME content type application/pkcs10 is used, theprotection of signatory information within enveloped messages all sending and receiving agentsbody MUSTsupportbe a CertificationRequest, encoded using thenesting of signed messages within enveloped messages. If an incoming enveloped messageBasic Encoding Rules (BER). Although BER isdecrypted andspecified, instead of theresulting MIME entity ismore restrictive DER, asigned application/pkcs7-mime, then the user agent SHOULD automatically process the resulting MIME entity and presenttypical application will use DER since thesignature status and corresponding informationCertificationRequest's CertificationRequestInfo has tothe user. Likewise, if a user choosesbe DER-encoded in order tosign and encrypt an outgoing message, then the user agentbe signed. A robust application SHOULDautomatically create an application/pkcs7-mime signed message then use the resulting message as inputoutput DER, but allow BER or DER on input. Data produced by BER or DER is 8-bit, but many transports are limited tothe creation of an application/pkcs7-mime enveloped message. In the case of this signed/enveloped nesting, the inner signed message7-bit data. Therefore, a suitable 7-bit Content-Transfer-Encoding SHOULD beleft in its binary state and that the contentapplied. The base64 Content-Transfer-Encoding SHOULD be used with application/pkcs10, although any 7-bit transfer encodingonmay work. 3.7.2 Sending and Receiving an application/pkcs10 Body Part For sending a certificate-signing request, theinner signedapplication/pkcs10 message format MUST beindicated as binary. There areused to convey anumber of useful security functionsPKCS #10 certificate-signing request. Note thatcan be achieved by allowing additional nesting of security services. An receiving agent SHOULD allowforautomatic processing of one or two additional layers of S/MIME entities nested in other S/MIME entities. Where additional nesting is not automatically handled, some provision SHOULD be made to handle additional nesting manually, such as through some explicit user action such as the resubmission ofsending a certificates and CRLs messages without any signed content, theresultingapplication/pkcs7-mime message format MUST be used to convey a degenerate PKCS #7 signedData "certs-only" message. To send an application/pkcs10 body, theuser agent. 3.5 Choosingapplication generates theMessage Typecryptographic information forOutgoing Signed Messages Therethe user. The details of the cryptographic information aretwo distinct mechanisms for conveying a signed message: -beyond the scope of this draft. Step 1. The cryptographic information is placed within asigned, self-contained application/pkcs7-mime construct -PKCS #10 CertificationRequest. Step 2. The CertificationRequest is encoded according to BER or DER (typically, DER). Step 3. As amultipart/signed construct (wheretypical step, thesignatureDER-encoded CertificationRequest isconveyed separate from the signedalso base64 encoded so that it is 7-bit data suitable for transfer inan application/pkcs7-signatureSMTP. This then becomes the bodypart) Sending agents MUST support creation of both application/pkcs7-mime and multipart/signed messages. Therefore, receiving agents MUST be able to process signatures from both types of messages. In many Internet mail transactions, there is a reasonable expectation that MIME data will be delivered intact. However, becauseofthe limitations inherent inan application/pkcs10 body part. The result might look like this: Content-Type: application/pkcs10; name=smime.p10 Content-Transfer-Encoding: base64 Content-Disposition: attachment; filename=smime.p10 rfvbnj756tbBghyHhHUujhJhjH77n8HHGT9HG4VQpfyF467GhIGfHfYT6 7n8HHGghyHhHUujhJh4VQpfyF467GhIGfHfYGTrfvbnjT6jH7756tbB9H f8HHGTrfvhJhjH776tbB9HG4VQbnj7567GhIGfHfYT6ghyHhHUujpfyF4 0GhIGfHfQbnj756YT64V A typical application only needs to send asignificant portion of existing mail infrastructure, not all S/MIME-enabled agents will be ablecertification request. It is a certification authority that has tocorrectlyreceiveand/or process multipart/signed messages. For example, some older gateways and message transfer agents will treat unknown multipart messages such as multipart/signed as multipart/mixedanddiscardprocess theMIME packagingrequest. The steps for recovering thesigned message, leading to unverifiable signatures. One ofCertificationRequest from thegreatest values ofmessage are straightforward but are not presented here. The procedures for processing themultipart/signed construct is incertification request are beyond theabilityscope ofagents whichthis document. 3.8 Choosing a Format for Signed-only Messages There arenot S/MIME-enabled tono hard-and fast rules when a particular signed-only format should be chosen because it depends on the capabilities of all the receivers and the relative importance of receivers with S/MIME facilities being able tohandleverify the(otherwise unencoded) bodysignature versus the importance of receivers without S/MIME software being able to view the message. Messages signed using themessage that was signed. Thus,multipart/signedSHOULDformat can always beused when a signed message is being sent to a set of recipients whereviewed by the receiver whether they have S/MIMEcapabilitiessoftware or not. They can also be viewed whether they arenot all known. If the sendingusing a MIME-native user agentbelieves thator they have messages translated by aparticular recipient might not be ablegateway. In this context, "be viewed" means the ability toreceiveprocess the message essentially as if it were not amultipart/signedsigned message, including any other MIME structure the messagesuccessfully duemight have. Messages signed using the signedData format cannot be viewed by a recipient unless they have S/MIME facilities. However, if they have S/MIME facilities, these messages can always be verified if they were not changed in transit. 3.8.1 Rationale for Multiple Signing Formats The rationale behind the multiple formats for signing has toimproper gateways, the agent can either: - wrapdo with themultipart/signed message in anotherMIMEenvelope using application/mime, as described in [MIME-APP] - use application/pkcs7-mime insteadsubtype defaulting rules ofmultipart/signed Both methods have advantagesthe application and multipart top-level types, anddrawbacks. Because ofthenewnessbehavior ofthe specification, fewcurrently deployed gatewayswould try to break open an application/mime message,andthis should thus shieldmail user agents. Ideally, thecontents fairly well. Further, because application/mime messages are plain text, non-MIME recipients of such a messagemultipart/signed format wouldstillbeable to read it (albeit after visually parsingthemessage). However,only format used becauseof the newness of the specification, few of the currently-implemented S/MIME receiving agents would know whatit provides a truly backwards compatible way todosign MIME entities. In a pure MIME environment withan application/mime message. All receiving S/MIME agents do know how to interpret application/pkcs7-mime messages, so usingvery capable user agents, thisschemewould be possible. The world, however, is more complex than this. One problem with the multipart/signed format occurs with gateways to non-MIME environments. In these environments, the gateway will generally not be S/MIME aware, will not recognize the multipart/signed type, and willleaddefault its treatment togood interpretationmultipart/mixed as is prescribed byS/MIME-aware agents. Howeverthecontents of an application/pkcs7-mime message are indecipherable to non-S/MIME receiving agents. When all ofMIME standard. The real problem occurs when theintended recipients are knowngateway also applies conversions tobe S/MIME-capable,thesending agent SHOULD use application/pkcs7-mime because it has a greater possibility of successful receipt through unknown gateways. The availabilityMIME structure ofcertificates for all intendedthe original messagerecipients and/or S/MIME-specific entries in an addressbook or database may be a good indicationthatall recipients are S/MIME-capable. 3.5.1 Sending to Mailing Lists Sending agents often send messages to recipients on public mailing listsis being signed andsystems outside traditional Internet mail like Usenet. As stated earlier, oneis contained in the first part of theimportant benefitsmultipart/signed structure, such as the gateway converting text and attachments to the local format. Because the signature is over the MIME structure ofmultipart/signed messagesthe original message, but the original message isthat their text portionsnow decomposed and transformed, the signature cannot be verified. Because MIME encoding of a particular set of body parts can bedisplayed (but not verified) by non-S/MIME and by non-MIME recipients. If application/pkcs7-mimedone in many different ways, there isused instead of multipart/signed,no way to reconstruct themessage will only be readable by recipientsoriginal MIME entity over which the signature was computed. A similar problem occurs when an attempt is made to combine an existing user agent with a stand-alone S/MIMEtools. Therefore, implementors of S/MIMEfacility. Typical user agentsSHOULD attemptdo not have the ability toensure that application/pkcs7-mime messages are never sentmake a multipart sub-entity available topublic forums which have participation from non-S/MIME-enabled users. Ifasending agent cannot generate multipart/signed, andstand-alone application in the same way they make leaf MIME entities available to "viewer" applications. This userof thatagentwants to sign a messagebehavior is not required by the MIME standard and thus not widely implemented. The result is that it isbeing sentimpossible for most user agents to hand off the entire multipart/signed entity to arecipient who has not explicitly advertised support for application/pkcs7-mime, thenstand-alone application. 3.8.2 Solutions to thesender SHOULDProblem To work around these two problems, the application/pkcs7-mime type can bewarned that some users may notused. When going through a gateway, it will beabledefaulted toread the message at all if sent in signed form, and that they should only proceed if they are confident that all recipients have S/MIME capability. Because you generally cannot know all the capabilities of alltherecipientsMIME type of application/octet-stream and treated as amailing list or similar forum,single opaque entity. That is, theuse of application/pkcs7-mime SHOULDmessage will bestrongly discouraged for messages sent to these typestreated as an attachment oflists and, if allowed at all, appropriate warnings SHOULDunknown type, converted into the local representation for an attachment and thus can beissued. 3.5.2 Choice Matrix Summary This chart describesmade available to an S/MIME facility completely intact. A similar result is achieved when asendinguser agentSHOULD use eachsimilarly treats the application/pkcs7-mime MIMEtype:entity as a simple leaf node of the MIMEType Whenstructure and makes it available toUse application/pkcs7-mime When sending envelopedData When sending signedDataviewer applications. Another way toonly S/MIME-capable recipients wherework around these problems is to encapsulate the multipart/signed MIME entity in a MIME entity of type application/mime. The result isexpectedsimilar tonot arrive intactthat obtained using application/pkcs7-mime. Whensendingthe application/mime entity arrives at acerts-only message multipart/signed Default for sendinggateway that does not recognize it, its type will be defaulted to application/octet-stream and it will be treated as asigned message; required when sendingsingle opaque entity. A similar situation will happen with asigned messagereceiving client that does not recognize the entity. It will usually be treated as a file attachment. It can then be made available to the S/MIME facility. The major difference between the two alternatives (application/pkcs7-mime or multipart/signed wrapped with application/mime ) is when the S/MIME facility opens the attachment. In the latter case, the S/MIME agent will find amix of recipients where S/MIME- capabilities are not knownmultipart/signed entity rather than a BER encoded PKCS7-object. Considering the two representations abstractly, the only difference is syntax. The application/mime standard is a general mechanism forall recipientsencapsulating MIME, and in particular delaying its interpretation until it can be done in the appropriate environment or at the request of the user. The application/mimeWhen sending multipart/signedspecification does not permit a user agent torecipient who mayautomatically interpret the encapsulated MIME unless it can be processed entirely and properly. The parameters to the application/mime entity give the type of the encapsulated entity so it can be determined whether ormaynot the entity can be processed before it is expanded. Application/mime is a general encapsulation mechanism that can beS/MIME-capable andbuilt into a gateway or user agent, allowing expansion of themessageencapsulated entity under user control. Because it isexpected to not arrive intact application/pkcs10 When sending a certification request toacertification authority 3.6 Relationshipgeneral mechanism, it is in many cases more likely toFile-Based MIME Security The use ofbe available than an S/MIMEis not limitedfacility. Thus, it enables users tothe on-line mail environment. By associating standard file extensionsexpand or tothe various S/MIME content types, useful automatic conversion can occur between agentsverify signed messages based on their local facilities andfile-based S/MIME processing capabilities in a receiving agent or atchoices. It provides exactly theoperating system level. The MIME Content-Type header field has an optional parameter, "name",same advantages thatis useful for saving body parts on disk attherecipient's site. The MIME Content-Disposition header field,application/pkcs7-mime withthe value "attachment"signedData does. It also hasan optional parameter, "filename", for saving body parts on disk at the recipient's site. Sending agents SHOULD emit the optional name parameter totheContent-Type field foradded benefit of allowing expansion in non S/MIME environments and expansion under the recipients control in. 3.8.3 Deciding Which Format To Use The following table gives criteria forcompatibility with older systems. Sending agents SHOULD emitselecting theoptional Content-Disposition field withsignature message format in order of preference if thefilename parameter.criteria is met: mulipart/signed Ifa sending agent emits a Content-Disposition field with the filename parameter,itMUST use the file extensions listed below thatisconsistent with the content type. Both of these parameters SHOULD be set to the same filename with extension. For support of legacy systems (i.e. DOS)unknown whether or not all thefilename should be limited to eight characters followed by a period followed by a three letter extension. The eight character filename base can be any distinct name;recipients have S/MIME processing facilities and It is unknown whether or not theuse ofhave thefilename "smime" SHOULD be usedability toindicateprocess the application/mime type and It is more important that theMIME entitymessage be read by all recipients than it be verifiable application/mime It isassociated with S/MIME. The filename extensions MUST correspondknown that all recipients have the ability to process messages of the type application/mime It does not matter whether or not they have S/MIMEmessage types from this table: S/MIME Type File Extension application/pkcs7-signature .p7s application/pkcs7-mime .p7m (for signedData and envelopedData) application/pkcs7-mime .p7c (degeneratefacilities signedData"certs-only" message) application/pkcs10 .p10 For instance: Content-Type: application/pkcs7-mime;name="smime.p7m" Content-Transfer-Encoding: base64 Content-Disposition: attachment;filename="smime.p7m" <base64 data goes here> If this message wereIt is known that all recipients have S/MIME facilities The sender may determine whether or not a recipient has S/MIME facilities by keeping track oftype application/pkcs10, then the filename would be something like "smime.p10".messages they have received from that person in an address book or other facility. If they have received S/MIMEconstructs are saved to or importedmessages fromdisk, the same file extensions SHOULD be used. This allows for static registry of the filename extension anda particularassociated "helper" applicationaddress, is it safe to conclude that S/MIME messages may be sent to that address. 3.9 Identifying an S/MIME Message Because S/MIME takes into account interoperation incertain application environments. Certain older MIME agents and gateways automatically convert unknown subtypes ofnon-MIME environments, several different mechanisms are employed to carry theMIME "application"type information, and it becomes a bit difficult toapplication/octet-stream. Sending agents includingidentify S/MIME messages. The following table lists criteria for determining whether or not a message is an S/MIME message. A message is considered an S/MIME message if it matches any below. The file suffix in theoptional nametable below comes from the "name" parameterandin theoptional Content-Disposition: attachment;filename=content-type header, or the "filename" parametergive at least some indicationon the content-disposition header. These parameters that give theincluded MIME entity is an S/MIME entity. S/MIME agents and "helper" applications SHOULD be capablefile suffix are not listed below as part ofprocessingthe parameter section. MIME type: application/pkcs7-mime parameters: any file suffix: any MIME type: mulitpart/signed parameters: protocol="application/pkcs7-signature" file suffix: any MIME type: application/mime parameters: content-type="multipart/signed"; protocol="application/pkcs7-signature" file suffix: any MIME type: application/octet-streammessages with recognized S/MIME filename extensions either automatically or by explicit user action.parameters: any file suffix: p7m, p7s, aps, p7c, p10 4. Certificate Processing A receiving agent MUST provide some certificate retrieval mechanism in order to gain access to certificates for recipients of digital envelopes. This draft does not cover how S/MIME agents handle certificates, only what they do after a certificate has been validated or rejected. S/MIME certification issues are covered in a different document. At a minimum, for initial S/MIME deployment, a user agent could automatically generate a message to an intended recipient requesting that 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 so as to guarantee their later retrieval. 4.1 Key Pair Generation An S/MIME agent or some related administrative utility or function MUST be capable of generating RSA key pairs on behalf of the user. Each key pair MUST be generated from a good source of non-deterministic random input and protected in a secure fashion. A user agent SHOULD generate RSA key pairs at a minimum key size of 768 bits and a maximum key size of 1024 bits. A user agent SHOULD NOT generate RSA key pairs less than 512 bits long. Some agents created in the United States have chosen to create 512 bit keys in order to get more advantageous export licenses. However, 512 bit keys are considered by many to be cryptographically insecure. 5. Security This entire draft discusses security. Security issues not covered in other parts of the draft include: 40-bit encryption is considered weak by most cryptographers. Using weak cryptography in S/MIME offers little actual security over sending plaintext. However, other features of S/MIME, such as the specification of tripleDES and the ability to announce stronger cryptographic capabilities to parties with whom you communicate, allow senders to create messages that use strong encryption. Using weak cryptography is never recommended unless the only alternative is no cryptography. Whenfeasable,feasible, sending and receiving agents should inform senders and recipients the relative cryptographic strength of messages. It is impossible for most software or people to estimate the value of a message. Further, it is impossible for most software or people to estimate the actual cost of decrypting a message that is encrypted with a key of a particular size. Further, it is quite difficult to determine the cost of a failed decryption if a recipient cannot decode a message. Thus, choosing between different key sizes (or choosing whether to just use plaintext) is also impossible. However, decisions based on these criteria are made all the time, and therefore this draft gives a framework for using those estimates in choosing algorithms. Appendix A - Object Identifiers & Syntax The syntax for SMIMECapability is: SMIMECapability ::= SEQUENCE { capabilityID OBJECT IDENTIFIER, parameters OPTIONAL ANY DEFINED BY capabilityID } SMIMECapabilities ::= SEQUENCE OF SMIMECapability A.1 Content Encryption Algorithms RC2-CBC OBJECT IDENTIFIER ::= {iso(1) member-body(2) US(840) rsadsi(113549) encryptionAlgorithm(3) 2} For the effective-key-bits (key size) other than 32 and less than 256, the RC2-CBC algorithm parameters are encoded as: RC2-CBC parameter ::= SEQUENCE { rc2ParameterVersion INTEGER, iv OCTET STRING (8)} For the effective-key-bits of 40, 64, and 128, the rc2ParameterVersion values are 160, 120, 58 respectively. DES-EDE3-CBC OBJECT IDENTIFIER ::= {iso(1) member-body(2) US(840) rsadsi(113549) encryptionAlgorithm(3) 7} For DES-CBC and DES-EDE3-CBC, the parameter should be encoded as: CBCParameter :: IV where IV ::= OCTET STRING -- 8 octets. A.2 Digest Algorithms md5 OBJECT IDENTIFIER ::= {iso(1) member-body(2) US(840) rsadsi(113549) digestAlgorithm(2) 5} sha-1 OBJECT IDENTIFIER ::= {iso(1) identified-organization(3) oiw(14) secsig(3) algorithm(2) 26} A.3 Asymmetric Encryption Algorithms rsaEncryption OBJECT IDENTIFIER ::= {iso(1) member-body(2) US(840) rsadsi(113549) pkcs(1) pkcs-1(1) 1} rsa OBJECT IDENTIFIER ::= {joint-iso-ccitt(2) ds(5) algorithm(8) encryptionAlgorithm(1) 1} A.3 Signature Algorithms md2WithRSAEncryption OBJECT IDENTIFIER ::= {iso(1) member-body(2) US(840) rsadsi(113549) pkcs(1) pkcs-1(1) 2} md5WithRSAEncryption OBJECT IDENTIFIER ::= {iso(1) member-body(2) US(840) rsadsi(113549) pkcs(1) pkcs-1(1) 4} sha-1WithRSAEncryption OBJECT IDENTIFIER ::= {iso(1) member-body(2) US(840) rsadsi(113549) pkcs(1) pkcs-1(1) 5} A.4 Signed Attributes signingTime OBJECT IDENTIFIER ::= {iso(1) member-body(2) US(840) rsadsi(113549) pkcs(1) pkcs-9(9) 5} B. References [MIME-APP] "Wrapping MIME Objects: Application/MIME", Internet Draft draft-crocker-wrap-01.txt. [MIME-SPEC] The primary definition of MIME. "MIME Part 1: Format of Internet Message Bodies", RFC 2045; "MIME Part 2: Media Types", RFC 2046; "MIME Part 3: Message Header Extensions for Non-ASCII Text", RFC 2047; "MIME Part 4: Registration Procedures", RFC 2048; "MIME Part 5: Conformance Criteria and Examples", RFC 2049 [MIME-SECURE] "Security Multiparts for MIME: Multipart/Signed and Multipart/Encrypted", RFC 1847 [MUSTSHOULD] "Key words for use in RFCs to Indicate Requirement Levels", RFC 2119 [PEM] "Privacy-Enhanced Mail (PEM) basics", RFC 1421 [PKCS-1], "PKCS #1: RSA Encryption",draft has been submitted for RFC statusInternet Draft draft-hoffman-pkcs-rsa-encrypt [PKCS-7], "PKCS #7: Cryptographic Message Syntax",draft has been submitted for RFC status [PKCS-9], "PKCS #9: Selected Attribute Types", submission of draft pendingInternet Draft draft-hoffman-pkcs-crypt-msg [PKCS-10], "PKCS #10: Certification Request Syntax",draft has been submitted for RFC statusInternet Draft draft-hoffman-pkcs-certif-req [RC2] "Description of the RC2 Encryption Algorithm", Internet Draft draft-rivest-rc2desc C. Compatibility with Pre-standards S/MIME S/MIME was originally developed by RSA Data Security, Inc. Many developers implemented S/MIME agents before the standard was turned over to the IETF. All S/MIME receiving agents SHOULD make every attempt to interoperate with pre-standards S/MIME sending agents. C.1 Pre-standards MIME Types Pre-standard S/MIME agents used the following MIME types: application/x-pkcs7-mime application/x-pkcs7-signature application/x-pkcs10 In each case, the "x-" subtypes correspond to the subtypes described in this document without the "x-". C.2 Pre-standards Profiles Pre-standard S/MIME had two profiles for encryption: "restricted" and "unrestricted". The difference between these profiles historically came about due to US Government export regulations, as described at the end of this section. It is expected that in the future, there will be few agents that only use the restricted profile. Briefly, the restricted profile required the ability to encrypt and decrypt using RSA's trade-secret RC2 algorithm in CBC mode with 40-bit keys. The unrestricted profile required the ability to encrypt and decrypt using RSA's trade-secret RC2 algorithm in CBC mode with 40-bit keys, and to encrypt and decrypt using tripleDES. The restricted profile also had non-manditory suggestions for other algorithms, but these were not widely implemented. It is important to note that many current implementations of S/MIME use the restricted profile. C.2.1 Historical Reasons for the Existence of Two Encryption Profiles Due to US Government export regulations, an S/MIME agent which supports a strong content encryption algorithm such as DES would not be freely exportable outside of North America. US software manufacturers have been compelled to incorporate an exportable or "restricted" content encryption algorithm in order to create a widely exportable version of their product. S/MIME agents created in the US and intended for US domestic use (or use under special State Department export licenses) can utilize stronger, "unrestricted" content encryption. However, in order to achieve interoperability, such agents need to support whatever exportable algorithm is incorporated in restricted S/MIME agents. The RC2 symmetric encryption algorithm has been approved by the US Government for "expedited" export licensing at certain key sizes. Consequently, support for the RC2 algorithm in CBC mode is required for baseline interoperability in all S/MIME implementations. Support for other strong symmetric encryption algorithms such as RC5 CBC, DES CBC andDES EDE3-CBC for content encryption is strongly encouraged where possible. D. Revision History The following changes were made between the -00 and -01 revisions of this draft: Some instances of "MUST" were de-capitalized or changed to words like "need to" because they didn't specify absolute requirements. Changed many instances of "MIME message" to "MIME data" to clarify the fact that MIME parts are data, not messages. Added Section 1.2 about MUST and SHOULD. Added Section 1.5 about the mailing list and Web site for the draft. Added "and SHOULD include these attributes in each signed and/or encrypted message sent" to the last sentence of section 2.5. Changed Section 2.6 into a single protocol. This caused major shifts and lots of rewording in the section. Removed completely the concept of "profiles." Temporarily changed "RC2 CBC, key size 40 bits" to "FOO/40" and explained why. Removed MUST support in Section 2.6 for everything other than FOO/40, and changed tripleDES to SHOULD. Removed SHOULD listsDES EDE3-CBC forreceivingcontent encryption is strongly encouraged where possible. D. Revision History The following changes were made between the -01 andsending agents in Section 2.6. Capitalized-02 revisions of this draft: Changed theSHOULDs in"FOO" from thecapabilities list discussion inpreviousSection 2.6.3. Also, reworded partsdraft back toreflect that all capabilities should be recorded. Added wording in previous Section 2.6.3.3 that messages usedRC2 and gave a reference todetermine the encryption capabilities must have trusted signatures. Changedthewording in Section 4.1 to reflect what is cryptographically sound; also shortened discussion of US export.Internet Draft describing it. AddedSection 5 on security, and describedback therationaleOIDs forusing 40-bit keys asRC2 in Appendix A. All of section 3 was completely replaced. Updated thebasis for S/MIME and why it is impossiblereference section toaccurately choose a key sizepoint to Internet Drafts fora particular message.PKCS docs. RemovedOIDs from Appendix A.1 that were removed from Section 2.6. Clarifiedthewordingreference to PKCS #9 inAppendix G about2.5.1 by stating thestatus ofsyntax. Removed signedAndEnveloped from theS/MIME name.draft. E. Request for New MIME Subtypes E.1 application/pkcs7-mime To: ietf-types@iana.org Subject: Registration of MIME media type application/pkcs7-mime MIME media type name: application MIME subtype name: pkcs7-mime Required parameters: none Optional parameters: none Encoding considerations: Will be binary data, therefore should use base64 encoding Security considerations: Described in [PKCS-7] Interoperability considerations: Designed to carry data formatted with PKCS-7, as described in [PKCS-7] Published specification: draft-dusse-smime-msg-xx Applications which use this media type: Secure Internet mail and other secure data transports. Additional information: File extension(s): .p7m and .p7c Macintosh File Type Code(s): Person & email address to contact for further information: Steve Dusse, spock@rsa.com Intended usage: COMMON E.2 application/pkcs7-signature To: ietf-types@iana.org Subject: Registration of MIME media type application/pkcs7-signature MIME media type name: application MIME subtype name: pkcs7-signature Required parameters: none Optional parameters: none Encoding considerations: Will be binary data, therefore should use base64 encoding Security considerations: Described in [PKCS-7] Interoperability considerations: Designed to carry digital signatures with PKCS-7, as described in [PKCS-7] Published specification: draft-dusse-smime-msg-xx Applications which use this media type: Secure Internet mail and other secure data transports. Additional information: File extension(s): .p7s Macintosh File Type Code(s): Person & email address to contact for further information: Steve Dusse, spock@rsa.com Intended usage: COMMON E.3 application/pkcs10 To: ietf-types@iana.org Subject: Registration of MIME media type application/pkcs10 MIME media type name: application MIME subtype name: pkcs10 Required parameters: none Optional parameters: none Encoding considerations: Will be binary data, therefore should use base64 encoding Security considerations: Described in [PKCS-10] Interoperability considerations: Designed to carry digital certificates formatted with PKCS-10, as described in [PKCS-10] Published specification: draft-dusse-smime-msg-xx Applications which use this media type: Secure Internet mail and other transports where certificates are required. Additional information: File extension(s): .p10 Macintosh File Type Code(s): Person & email address to contact for further information: Steve Dusse, spock@rsa.com Intended usage: COMMON F. Open IssuesSection 3 is being reordered to make it easier to implement from. At the same time, we need to look at: - new wording for section 3.5's "improper gateways" discussion. Need to make it clear that multipart/signed is always strongly preferred. - add back the description of how to do content transfer encoding. - look at whether nesting should be restricted like it is now. - whether or not to allow 8-bit data in signedData and envelopedData body parts, or must everything be forced to 7-bit first.Make the micalg parameter required, not optional. Need reference to allowed values for the micalg parameter in 3.4.2.2. What to do if sending to multiple people with different known capabilities? What if sending to a group, some of whom have known capabilities, others with unknown? Do we need better heuristics for determining the encryption capabilities of a recipient? What about guessing based on key length? In section 3.4.2.4, we need to look at whether the SHOULDs should be MUSTs. References to the encryption and hash algorithms. Use of the S/MIME trademark.Include an appendix with the proper requests for new MIME subtypes.Need to list text values for the micalg parameter of multipart/signed. RFC 1848 lists only "RSA-MD2" and "RSA-MD5", not "SHA-1". What does PEM compatibility mean/entail, and do we care? Look at the use of PKCS-7 "data" format.Remove and/or deprecate signedAndEnveloped in the draft. Remove the reference to PKCS-9.G. Trademarks RSA Data Security, Inc., owns the US trademark for the name "S/MIME" and for a logo associated with that name. RSA Data Security, Inc., is considering allowing the use of the name for work done in the IETF. The name "S/MIME" may or may not be used in future versions of this draft. H. Acknowledgements Significant contributions to the content of this draft were made by many people, including: Jeff Thompson Jeff Weinstein I. Authors' addresses Steve Dusse RSA Data Security, Inc. 100 Marine Parkway, #500 Redwood City, CA 94065 USA (415) 595-8782 spock@rsa.com Paul Hoffman Internet Mail Consortium 127 Segre Place Santa Cruz, CA 95060 (408) 426-9827 phoffman@imc.org Blake Ramsdell Deming Internet Security 13122 NE 20th St., Suite C Bellevue, WA 98005 (206) 882-8861 blaker@deming.com Laurence Lundblade QUALCOMM Incorporated Eudora Division 6455 Lusk Boulevard San Diego, California 92121-2779 (800) 238-3672 lgl@qualcomm.com Lisa Repka Netscape Communications Corporation 501 East Middlefield Road Mountain View, CA 94043 (415) 254-1900 repka@netscape.com ----