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Because of the limitations of the key lengths used in 3DES and its poor execution on general-purpose computers, S/MIME eventually adopted AES as the standard for its encryption. AES, also known as Rijndael and FIPS-197, is a symmetric block cipher that can accept variable block and key lengths up to 256-bits and isn't restricted to the less secure 64-bit key lengths of 3DES. Plus, it would probably run a bit better on your server than 3DES. Because of this, it's hard to recommend using 3DES (even though it should be technically possible) because ultimately you'll be taking a giant step backward. But assuming you have a requirement due to a legacy system, I'd recommend doing some research on the Internet to find an old copy of the S/MIME protocol standard for guidance on how to integrate a 3DES encryption key into it.
This was first published in April 2010
Security Management Strategies for the CIO
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