What Is S/MIME

This section describes what is S/MIME (Secure/Multipurpose Internet Mail Extensions) - Using PKI to secure MIME data by public key signing and encryption.

What Is S/MIME (Secure/Multipurpose Internet Mail Extensions)? S/MIME is a standard to secure MIME data with public key signing and encryption. S/MIME was originally developed by RSA Data Security Inc. as PKCS#7 (Public-Key Cryptography Standards #7). The latest specification of S/MIME is RFC 5751: "Secure/Multipurpose Internet Mail Extensions (S/MIME) Version 3.2 - Message Specification"

Here is the introduction of S/MIME provided in RFC 5751:

S/MIME (Secure/Multipurpose Internet Mail Extensions) provides a consistent 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 data confidentiality (using encryption). As a supplementary service, S/MIME provides for message compression.

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 or SIP. 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.

As you can see in the introduction, S/MIME uses PKI to secure emails in two areas:

Table of Contents

 About This Book

 Introduction of PKI (Public Key Infrastructure)

 Introduction of HTTPS (Hypertext Transfer Protocol Secure)

 Using HTTPS with Google Chrome

 Using HTTPS with Mozilla Firefox

 HTTPS with Microsoft Edge

 Using HTTPS with Apple Safari

 HTTPS with IE (Internet Explorer)

 Android and Server Certificate

 iPhone and Server Certificate

 Windows Certificate Stores and Console

 RDP (Remote Desktop Protocol) and Server Certificate

 macOS Certificate Stores and Keychain Access

 Perl Scripts Communicating with HTTPS Servers

 PHP Scripts Communicating with HTTPS Servers

 Java Programs Communicating with HTTPS Servers

 .NET Programs Communicating with HTTPS Servers

 CAcert.org - Root CA Offering Free Certificates

 PKI CA Administration - Issuing Certificates

 Comodo Free Personal Certificate

 Digital Signature - Microsoft Word

 Digital Signature - OpenOffice.org 3

S/MIME and Email Security

What Is S/MIME

 Digital Signature Scheme for Email Messages

 A Simple Email Message Example

 Email Messages with Attachments using MIME

 Email Messages with Digital Signatures using S/MIME

 Encrypted Email Messages using S/MIME

 Digital Signature and Encryption in Outlook

 Email Security Settings in Outlook

 Valid Certificate Required in Outlook

 Message Security Properties in Outlook 2007

 Firefox Extension - Gmail S/MIME

 PKI (Public Key Infrastructure) Terminology

 Archived Tutorials

 References

 Full Version in PDF/EPUB