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Mac Mail and Outlook won't connect to Exchange 2010 - Safari does not prompt for credentials either

Posted on 2014-10-15
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Last Modified: 2014-12-29
Using Mac OS X 10.9 (tried 10.7, too - same issue, then upgraded to 10.9). I need to connect Mac Mail or alternatively Mac Outlook 2011 to an Exchange 2010 server. (I tried Airmail, too - same issue.) The problem is, that all programs prompt for username and password and then refuse to accept the credentials. Also, when I try to access https://www.mydomain.com/ews/Exchange.asmx, Safari does not prompt for credentials - it just does nothing and shows a blank page. When I use Firefox on the Mac (or Chrome or IE on a Windows PC) to open that page, it prompts me just fine and the shows some xml data. Running https://testconnectivity.microsoft.com/ against the server (Sync, Notification Avalailability and Automatic Replies (OOF)) shows everything being ok. OWA works fine, too, but that's not too much of a surprise, as it uses form based authentication.

Any ideas on how can I get this to work?
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Question by:Staudte
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Accepted Solution

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It breaks therefore I am earned 500 total points
ID: 40383752
Hi, have you tried removing the keychain for this ? for Outlook its stored in the login keychain, and its an Application password. Try removing this through keychain access (cmd+space and type "key" in spotlight search)

Are you the only Mac user with this issue ? if not then check your EWS functionality as its more likely to be Exchange related:

http://technet.microsoft.com/en-us/library/aa998328(v=exchg.150).aspx

http://msdn.microsoft.com/en-us/library/office/dn467892(v=exchg.150).aspx

If its just you and the keychain suggestion does not help your mailbox may not be enabled for EWS , as suggested in link 2
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Author Closing Comment

by:Staudte
ID: 40522396
Sorry - I forgot to close this question. I had tried what was suggested, but could not get it to work. However, in the meantime there was no need for Outlook on the Mac anymore, so I haven't dug further into this... Anyway, I'm accepting Johan's comment as an answer, as he took his time to reply. Maybe it helps someone else. And thank you, Johan, for your efforts :-)
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