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Exchange Smarthost TLS Encryption 256 Bit

Posted on 2015-01-28
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Last Modified: 2015-03-16
Hi experts,

we are using a smarthost in Excange2010 to send e-mails to the internet. In exchange we have a rule that all mails (*) will be send with that send-connector.
Does Exchange per default use TLS for sending mails outside if the receiving server offers TLS?
What encryption can Exchange use to send (128Bit, 256Bit). In outgoing mail I see that exchange is sending with 128 Bit. Is it possible  to set it to 256 Bit?

Another question is, how it would be possible to force exchange or the smarthost to send mails to *@test.com always via a specified mx-server?

Many thanks in advance!
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Question by:Systemadministration
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Expert Comment

by:Alexander Kireev
ID: 40575945
Hello.

Does Exchange per default use TLS for sending mails outside if the receiving server offers TLS?
No. You need to enable TLS for send and receive connectors.
https://technet.microsoft.com/en-us/library/bb123543%28v=exchg.141%29.aspx

What encryption can Exchange use to send (128Bit, 256Bit). In outgoing mail I see that exchange is sending with 128 Bit. Is it possible  to set it to 256 Bit?
I think Yes. Reed this topic: https://social.technet.microsoft.com/Forums/office/en-US/5830c533-38eb-4d88-92fe-6e1a02d7bac4/change-block-size-from-aes128-to-aes256-in-exchange-2007-for-forced-tls-to-an-external-receipient?forum=exchangesvrgenerallegacy

Another question is, how it would be possible to force exchange or the smarthost to send mails to *@test.com always via a specified mx-server?
MX-server you mean specific MX records of external domain? Maybe easier way is use IP-addresses of those MX-servers in new send connector?
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Author Comment

by:Systemadministration
ID: 40576919
OK, I think all of your suggestions mean that I have to configure "Mutual TLS", right?
And for mutual TLS I have to publish my Exchange server to the internet, right?
What if I`d like to use a smarthost (of a provider) for outgoing mail and external mailboxes for receiving mails (with a fetching connector on exchange)? Would I be able to implement that Mutual TLS or 256Bit encryption?
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Alexander Kireev earned 500 total points
ID: 40578255
OK, I think all of your suggestions mean that I have to configure "Mutual TLS", right?
Yes.

And for mutual TLS I have to publish my Exchange server to the internet, right?
I propose you to publish only Edge server. If you don't have the Edge use sarthost.

What if I`d like to use a smarthost (of a provider) for outgoing mail and external mailboxes for receiving mails (with a fetching connector on exchange)?
Ask you provider - does smart host use TLS, AntiSpam and AntiVirus filter.

Would I be able to implement that Mutual TLS or 256Bit encryption?
I think Yes. I'm not expert on security.
Good arcitles and forum:
https://social.technet.microsoft.com/Forums/forefront/en-US/ec033ff6-091d-441d-8ad3-7ea411100009/ssl-with-256bit-strength
http://www.derekseaman.com/2010/06/enable-tls-12-aes-256-and-sha-256-in.html
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Expert Comment

by:Alexander Kireev
ID: 40594284
Hello,
Did you do TLS with 256bit?
Did the articles help you?
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Author Comment

by:Systemadministration
ID: 40633262
No I didn`t
If I do, I`ll let you know.
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by:Systemadministration
ID: 40669025
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