> ----------
> From:         Tyler Durden[SMTP:[EMAIL PROTECTED]]
> Sent:         Monday, November 04, 2002 10:13 AM
> To:   [EMAIL PROTECTED]
> Subject:      RE: What email encryption is actually in use?
> 
> The ever-though-provoking Peter Trei wrote...
> 
> "A great deal of highly sensitive internal
> email flows over these links, with the encryption totally transparent
> to the end-users."
> 
> This is an interesting issue...how much information can be gleaned from 
> encrypted "payloads"? Is it possible for a switch or whatever that has 
> visibility up to layers 4/5/6 to determine (at least) what type of file is
> 
> being sent? Can it determine at what layer encryption was performed?
> (These 
> may be obvious to many of you, but I can only claim expertise in layers
> 0/1, 
> and pieces of 2. Ok, I have a working knowledge of 3.) It may be possible 
> for hardware that examines large numbers of communiques to pre-determine 
> that much is of no interest.
> 
> 
Most the ones I've seen are IPSEC over IPv4. You might be able to glean
some info from packet size, timing, and ordering, but not much. IPSEC
takes a plaintext IP packet and treats the whole thing as a data block
to be encrypted.

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