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MimeKit

What is MimeKit?

MimeKit is a C# library which may be used for the creation and parsing of messages using the Multipurpose Internet Mail Extension (MIME), as defined by the following RFCs:

  • 0822: Standard for the Format of Arpa Internet Text Messages
  • 1341: MIME (Multipurpose Internet Mail Extensions): Mechanisms for Specifying and Describing the Format of Internet Message Bodies
  • 1342: Representation of Non-ASCII Text in Internet Message Headers
  • 1521: MIME (Multipurpose Internet Mail Extensions) Part One: Mechanisms for Specifying and Describing the Format of Internet Message Bodies (Obsoletes rfc1341)
  • 1522: MIME (Multipurpose Internet Mail Extensions) Part Two: Message Header Extensions for Non-ASCII Text (Obsoletes rfc1342)
  • 1544: The Content-MD5 Header Field
  • 1847: Security Multiparts for MIME: Multipart/Signed and Multipart/Encrypted
  • 1864: The Content-MD5 Header Field (Obsoletes rfc1544)
  • 2015: MIME Security with Pretty Good Privacy (PGP)
  • 2045: Multipurpose Internet Mail Extensions (MIME) Part One: Format of Internet Message Bodies
  • 2046: Multipurpose Internet Mail Extensions (MIME) Part Two: Media Types
  • 2047: Multipurpose Internet Mail Extensions (MIME) Part Three: Message Header Extensions for Non-ASCII Text
  • 2048: Multipurpose Internet Mail Extensions (MIME) Part Four: Registration Procedures
  • 2049: Multipurpose Internet Mail Extensions (MIME) Part Five: Conformance Criteria and Examples
  • 2183: Communicating Presentation Information in Internet Messages: The Content-Disposition Header Field
  • 2184: MIME Parameter Value and Encoded Word Extensions: Character Sets, Languages, and Continuations
  • 2231: MIME Parameter Value and Encoded Word Extensions: Character Sets, Languages, and Continuations (Obsoletes rfc2184)
  • 2311: S/MIME Version 2 Message Specification
  • 2312: S/MIME Version 2 Certificate Handling
  • 2315: PKCS #7: Cryptographic Message Syntax
  • 2424: Content Duration MIME Header Definition
  • 2630: Cryptographic Message Syntax
  • 2632: S/MIME Version 3 Certificate Handling
  • 2633: S/MIME Version 3 Message Specification
  • 2634: Enhanced Security Services for S/MIME
  • 2822: Internet Message Format (Obsoletes rfc0822)
  • 3156: MIME Security with OpenPGP (Updates rfc2015)
  • 3850: S/MIME Version 3.1 Certificate Handling (Obsoletes rfc2632)
  • 3851: S/MIME Version 3.1 Message Specification (Obsoletes rfc2633)
  • 5322: Internet Message Format (Obsoletes rfc2822)
  • 5750: S/MIME Version 3.2 Certificate Handling (Obsoletes rfc3850)
  • 5751: S/MIME Version 3.2 Message Specification (Obsoletes rfc3851)

Other RFCs of interest:

  • 1523: The text/enriched MIME Content-type
  • 1872: The MIME Multipart/Related Content-type
  • 1927: Suggested Additional MIME Types for Associating Documents
  • 2110: MIME E-mail Encapsulation of Aggregate Documents, such as HTML (MHTML)
  • 2111: Content-ID and Message-ID Uniform Resource Locators
  • 2112: The MIME Multipart/Related Content-type (Obsoletes rfc1872)
  • 2387: The MIME Multipart/Related Content-type (Obsoletes rfc2112)

License Information

MimeKit is Copyright (C) 2012, 2013 Jeffrey Stedfast and is licensed under the MIT/X11 license:

Permission is hereby granted, free of charge, to any person obtaining a copy
of this software and associated documentation files (the "Software"), to deal
in the Software without restriction, including without limitation the rights
to use, copy, modify, merge, publish, distribute, sublicense, and/or sell
copies of the Software, and to permit persons to whom the Software is
furnished to do so, subject to the following conditions:

The above copyright notice and this permission notice shall be included in
all copies or substantial portions of the Software.

THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR
IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY,
FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT. IN NO EVENT SHALL THE
AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER
LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM,
OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN
THE SOFTWARE.

History

As a developer and user of Electronic Mail clients, I had come to realize that the vast majority of E-Mail client (and server) software had less-than-satisfactory MIME implementations. More often than not these E-Mail clients created broken MIME messages and/or would incorrectly try to parse a MIME message thus subtracting from the full benefits that MIME was meant to provide. MimeKit is meant to address this issue by following the MIME specification as closely as possible while also providing programmers with an extremely easy to use high-level API.

This led me, at first, to implement another MIME parser library called GMime which is implemented in C and later added a C# binding called GMime-Sharp.

Now that I typically find myself working in C# rather than lower level languages like C, I decided to begin writing a new parser in C# which would not depend on GMime. This would also allow me to have more flexibility in that I'd be able use Generics and create a more .NET-compliant API.

Building

First, you'll need to clone MimeKit and Bouncy Castle from my GitHub repository:

git clone https://github.com/jstedfast/MimeKit.git
git clone https://github.com/jstedfast/bc-csharp.git

Currently, MimeKit depends on the visual-studio-2010 branch of bc-csharp for the Visual Studio 2010 project files that I've added (to replace the Visual Studio 2003 project files). To switch to that branch,

cd bc-csharp
git checkout -b visual-studio-2010 origin/visual-studio-2010

In the top-level MimeKit source directory, there are three solution files: MimeKit.sln, MimeKit.Net40.sln and MimeKit.Mobile.sln.

  • MimeKit.Mobile.sln just includes the Xamarin.iOS and Xamarin.Android projects.
  • MimeKit.Net40.sln just includes the .NET Framework 4.0 C# project (MimeKit/MimeKit.csproj) and the UnitTests project (UnitTests/UnitTests.csproj).
  • MimeKit.sln includes everything that is in the MimeKit.Net40.sln solution as well as the projects for Xamarin.Android, Xamarin.iOS, and Xamarin.Mac.

If you don't have the Xamarin products, you'll probably want to open the MimeKitDesktopOnly.sln instead of MimeKit.sln.

Once you've opened the appropriate MimeKit solution file in either Xamarin Studio or Visual Studio 2010+ (either will work), you can simply choose the Debug or Release build configuration and then build.

Note: The Release build will generate the xml API documentation, but the Debug build will not.

Using MimeKit

Parsing Messages

One of the more common operations that MimeKit is meant for is parsing email messages from arbitrary streams. There are two ways of accomplishing this task.

The first way is to use one of the Load() methods on MimeKit.MimeMessage:

// Load a MimeMessage from a stream
var message = MimeMessage.Load (stream);

The second way is to use the MimeParser class. For the most part, using the MimeParser directly is not necessary unless you wish to parse a Unix mbox file stream. However, this is how you would do it:

// Load a MimeMessage from a stream
var parser = new MimeParser (stream, MimeFormat.Entity);
var message = parser.ParseMessage ();

For Unix mbox file streams, you would use the parser like this:

// Load every message from a Unix mbox
var parser = new MimeParser (stream, MimeFormat.Mbox);
while (!parser.IsEndOfStream) {
    var message = parser.ParseMessage ();

    // do something with the message
}

Traversing a MimeMessage

Once you have parsed a MimeMessage, you'll most likely want to traverse the tree of MIME entities.

The MimeMessage.Body is the top-level MIME entity of the message. Generally, it will either be a TextPart or a Multipart.

As an example, if you wanted to render the MimeMessage to some sort of UI control, you might use code similar to this:

void RenderMessage (MimeMessage message)
{
    RenderMimeEntity (message.Body);
}

void RenderMimeEntity (MimeEntity entity)
{
    if (entity is MessagePart) {
        // This entity is an attached message/rfc822 mime part.
        var messagePart = (MessagePart) entity;

        // If you'd like to render this inline instead of treating
        // it as an attachment, you would just continue to recurse:
        RenderMessage (messagePart.Message);
    } else if (entity is Multipart) {
        // This entity is a multipart container.
        var multipart = (Multipart) entity;

        foreach (var subpart in multipart)
            RenderMimeEntity (subpart);
    } else {
        // Everything that isn't either a MessagePart or a Multipart is a MimePart
        var part = (MimePart) entity;

        // Don't render anything that is explicitly marked as an attachment.
        if (part.IsAttachment)
            return;

        if (part is TextPart) {
            // This is a mime part with textual content.
            var text = (TextPart) part;
    
            if (text.ContentType.Matches ("text", "html"))
                RenderHtml (text.Text);
            else
                RenderText (text.Text);
        } else if (entity.ContentType.Matches ("image", "*")) {
            using (var content = new MemoryStream ()) {
                // If the content is base64 encoded (which it probably is), decode it.
                part.ContentObject.DecodeTo (memory);

                RenderImage (memory);
            }
        }
    }
}

Getting the Decoded Content of a MIME Part

At some point, you're going to want to extract the decoded content of a MimePart (such as an image) and save it to disk or feed it to a UI control to display it.

Once you've found the MimePart object that you'd like to extract the content of, here's how you can save the decoded content to a file:

// This will get the name of the file as specified by the sending mail client.
// Note: this value *may* be null, so you'll want to handle that case in your code.
var fileName = part.FileName;

using (var stream = File.Create (fileName)) {
    part.ContentObject.DecodeTo (stream);
}

You can also get access to the original encoded content and its encoding by poking at the Stream and Encoding properties of the ContentObject. This might be useful if you want to pass the content off to a UI control that can do its own loading from a stream.

var filtered = new FilteredStream (part.ContentObject.Stream);

// Note: if the MimePart was parsed by a MimeParser (or loaded using MimeMessage.Load
// or MimeEntity.Load), the ContentObject.Encoding will match the part.Encoding.

// Create an IMimeFilter that can decode the ContentEncoding.
var decoder = DecoderFilter.Create (part.ContentObject.Encoding);

// Add the filter to our filtered stream.
filtered.Add (decoder);

// At this point, you can now read from the 'filtered' stream as if it were the
// original, raw content. Assuming you have an image UI control that could load
// from a stream, you could do something like this:
imageControl.Load (filtered);

There are a number of useful filters that can be applied to a FilteredStream, so if you find this type of interface appealing, I suggest taking a look at the available filters in the MimeKit.IO.Filters namespace or even write your own! The possibilities are limited only by your imagination.

Creating a Simple Message

Creating MIME messages using MimeKit is really trivial.

var message = new MimeMessage ();
message.From.Add (new MailboxAddress ("Joey", "joey@friends.com"));
message.To.Add (new MailboxAddress ("Alice", "alice@wonderland.com"));
message.Subject = "How you doin?";

message.Body = new TextPart ("plain") {
    Text = @"Hey Alice,

What are you up to this weekend? Monica is throwing one of her parties on
Saturday and I was hoping you could make it.

Will you be my +1?

-- Joey
"
};

A TextPart is a leaf-node MIME part with a text media-type. The first argument to the TextPart constructor specifies the media-subtype, in this case, "plain". Another media subtype you are probably familiar with is the "html" subtype. Some other examples include "enriched" and "csv".

The Text property is the easiest way to both get and set the string content of the MIME part.

Creating a Message with Attachments

Attachments are just like any other MimePart, the only difference is that they typically have a Content-Disposition header with a value of "attachment" instead of "inline" or no Content-Disposition header at all.

Typically, when a mail client adds attachments to a message, it will create a multipart/mixed part and add the text body part and all of the file attachments to the multipart/mixed.

Here's how you can do that with MimeKit:

var message = new MimeMessage ();
message.From.Add (new MailboxAddress ("Joey", "joey@friends.com"));
message.To.Add (new MailboxAddress ("Alice", "alice@wonderland.com"));
message.Subject = "How you doin?";

// create our message text, just like before (except don't set it as the message.Body)
var body = new TextPart ("plain") {
    Text = @"Hey Alice,

What are you up to this weekend? Monica is throwing one of her parties on
Saturday and I was hoping you could make it.

Will you be my +1?

-- Joey
"
};

// create an image attachment for the file located at path
var attachment = new MimePart ("image", "gif") {
    ContentObject = new ContentObject (File.OpenRead (path), ContentEncoding.Default),
    ContentDisposition = new ContentDisposition (ContentDisposition.Attachment),
    FileName = Path.GetFileName (path)
};

// now create the multipart/mixed container to hold the message text and the
// image attachment
var multipart = new Multipart ("mixed");
multipart.Add (body);
multipart.Add (attachment);

// now set the multipart/mixed as the message body
message.Body = multipart;

Of course, that is just a simple example. A lot of modern mail clients such as Outlook or Thunderbird will send out both a text/html and a text/plain version of the message text. To do this, you'd create a TextPart for the text/plain part and a TextPart for the text/html part and then add them to a multipart/alternative like so:

var attachment = CreateAttachment ();
var plain = CreateTextPlainPart ();
var html = CreateTextHtmlPart ();

// Note: it is important that the text/html part is added second, because it is the
// most expressive version and (probably) the most faithful to the sender's WYSIWYG 
// editor.
var alternative = new Multipart ("alternative");
alternative.Add (plain);
alternative.Add (html);

// now create the multipart/mixed container to hold the multipart/alternative
// and the image attachment
var multipart = new Multipart ("mixed");
multipart.Add (alternative);
multipart.Add (attachment);

// now set the multipart/mixed as the message body
message.Body = multipart;

Digitally Signing Messages with S/MIME or PGP/MIME

Both S/MIME and PGP/MIME use a multipart/signed to contain the signed content and the detached signature data.

To create a multipart/signed MIME part, let's pretend we're going to digitally sign our multipart/mixed example from the previous sample using S/MIME.

var joey = new MailboxAddress ("Joey", "joey@friends.com");
var alice = new MailboxAddress ("Alice", "alice@wonderland.com");

var message = new MimeMessage ();
message.From.Add (joey);
message.To.Add (alice);
message.Subject = "How you doin?";

// create our message body (perhaps a multipart/mixed with the message text and some
// image attachments, for example)
var body = CreateMessageBody ();

// now to digitally sign our message body using the default S/MIME cryptography context
using (var ctx = new DefaultSecureMimeContext ()) {
    // Note: this assumes that "Joey" has an S/MIME signing certificate and private key
    // with an X.509 Subject Email identifier that matches Joey's email address.
    message.Body = MultipartSigned.Create (ctx, joey, DigestAlgorithm.Sha1, body);
}

For S/MIME, if you have a way for the user to configure which S/MIME certificate to use as their signing certificate, you could also do something more like this:

// now to digitally sign our message body using the default S/MIME cryptography context
using (var ctx = new DefaultSecureMimeContext ()) {
    var certificate = GetJoeysX509Certificate ();
    var signer = new CmsSigner (certificate);
    signer.DigestAlgorithm = DigestAlgorithm.Sha1;

    message.Body = MultipartSigned.Create (ctx, signer, body);
}

If you'd prefer to use PGP instead of S/MIME, things work almost exactly the same except that you would use an OpenPGP cryptography context. For example, you might use a subclass of the GnuPGContext that comes with MimeKit if you want to re-use the user's GnuPG keyrings (you can't use GnuPGContext directly because it has no way of prompting the user for their passphrase).

For the sake of this example, let's pretend that you've written a minimal subclass of MimeKit.Cryptography.GnuPGContext that simply overrides the GetPassword() method and that this subclass is called MyGnuPGContext.

// now to digitally sign our message body using our custom OpenPGP cryptography context
using (var ctx = new MyGnuPGContext ()) {
    // Note: this assumes that "Joey" has a PGP key that matches his email address.
    message.Body = MultipartSigned.Create (ctx, joey, DigestAlgorithm.Sha1, body);
}

Just like S/MIME, however, you can also do your own PGP key lookups instead of relying on email addresses to match up with the user's private key.

// now to digitally sign our message body using our custom OpenPGP cryptography context
using (var ctx = new MyGnuPGContext ()) {
    var key = GetJoeysPrivatePgpKey ();
    message.Body = MultipartSigned.Create (ctx, key, DigestAlgorithm.Sha1, body);
}

Verifying S/MIME and PGP/MIME Digital Signatures

As mentioned earlier, both S/MIME and PGP/MIME typically use a multipart/signed part to contain the signed content and the detached signature data.

A multipart/signed contains exactly 2 parts: the first MimeEntity is the signed content while the second MimeEntity is the detached signature and, by default, will either be an ApplicationPgpSignature part or an ApplicationPkcs7Signature part (depending on whether the sending client signed using OpenPGP or S/MIME).

Because the multipart/signed part may have been signed by multiple signers, it is important to verify each of the digital signatures (one for each signer) that are returned by the MultipartSigned.Verify() method:

if (entity is MultipartSigned) {
    var signed = (MultipartSigned) entity;

    foreach (var signature in signed.Verify ()) {
        try {
            bool valid = signature.Verify ();

            // If valid is true, then it signifies that the signed content has not been
            // modified since this particular signer signed the content.
            //
            // However, if it is false, then it indicates that the signed content has
            // been modified.
        } catch (DigitalSignatureVerifyException) {
            // There was an error verifying the signature.
        }
    }
}

It should be noted, however, that while most S/MIME clients will use the preferred multipart/signed approach, it is possible that you may encounter an "application/pkcs7-mime" part with an "smime-type" parameter set to "signed-data". Luckily, MimeKit can handle this format as well:

if (entity is ApplicationPkcs7Mime) {
    var pkcs7 = (ApplicationPkcs7Mime) entity;

    if (pkcs7.SecureMimeType == SecureMimeType.SignedData) {
        // extract the original content and get a list of signatures
        MimeEntity extracted;

        // Note: if you are rendering the message, you'll want to render
        // the extracted mime part rather than the application/pkcs7-mime part.
        foreach (var signature in pkcs7.Verify (out extracted)) {
            try {
                bool valid = signature.Verify ();

                // If valid is true, then it signifies that the signed content has not
                // been modified since this particular signer signed the content.
                //
                // However, if it is false, then it indicates that the signed content
                // has been modified.
            } catch (DigitalSignatureVerifyException) {
                // There was an error verifying the signature.
            }
        }
    }
}

Contributing

The first thing you'll need to do is fork MimeKit to your own GitHub repository. Once you do that,

git clone git@github.com/<your-account>/MimeKit.git

If you use Xamarin Studio or MonoDevelop, both MimeKit.sln and MimeKitDesktopOnly.sln are configured with the coding style used by MimeKit. If you use Visual Studio or some other editor, please try to maintain the existing coding style as best as you can.

Once you've got some changes that you'd like to submit upstream to the official MimeKit repository, simply send me a Pull Request and I will try to review your changes in a timely manner.

Reporting Bugs

Have a bug or a feature request? Please open a new issue.

Before opening a new issue, please search for existing issues to avoid submitting duplicates.

Documentation

API documentation can be found at http://jstedfast.github.io/MimeKit/docs.

About

A C# MIME creation and parser library with support for S/MIME, PGP and Unix mbox spools.

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