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We are running Exchange 2010 SP2 (v 14.2, build 247.5) in our organization. We have one exchange server and a separate AD/DNS server. We installed it from scratch (not an upgrade or migration from anything previous) late last year.

We have some users who are getting bounced emails like the following:

From: System Administrator Sent: Monday, March 19, 2012 2:35 PM Subject: Undeliverable: Website Change

Your message did not reach some or all of the intended recipients.

Subject: Website Change Sent: 3/19/2012 2:35 PM

The following recipient(s) cannot be reached:

'' on 3/19/2012 2:35 PM
None of your e-mail accounts could send to this recipient.

I did some digging and saw mention if corrupt autocomplete cache. So I had the affected users delete the record in the cache and type it by hand. Same thing, only with a twist. Got the bounce below:

-----Original Message-----
From: Microsoft Outlook
Sent: Wednesday, March 21, 2012 9:31 AM
To: AC Smith
Subject: Undeliverable: Missing Mill Cert

Delivery has failed to these recipients or groups:

'' (
A problem occurred and this message couldn't be delivered. Check to be sure the e-mail address is correct. If the problem continues, please contact your helpdesk.

Diagnostic information for administrators:

Generating server: EXCHANGE.mycompany.local

#550 5.4.4 ROUTING.NoConnectorForAddressType; unable to route for address type ##

Original message headers:

Received: from EXCHANGE.mycompany.local ([asdf:sdfg:5337:dfgh:246c]) by
Exchange.mycompany.local ([asdf::sdfg:dfgh:f7e8:246c%18]) with mapi id
14.02.0247.003; Wed, 21 Mar 2012 09:30:35 -0500
Content-Type: application/ms-tnef; name="winmail.dat"
Content-Transfer-Encoding: binary
From: AC Smith
To: "''"

Subject: Missing Mill Cert
Thread-Topic: Missing Mill Cert
Thread-Index: Ac0Hbzl5e+fCXE21Qda8NwUkeRRj3g==
Date: Wed, 21 Mar 2012 09:30:34 -0500
Message-ID: <79F049F90788B84B96E26063E2E2268A0D617251@Exchange.mycompany.local>
Accept-Language: en-US
Content-Language: en-US
X-MS-Has-Attach: yes
X-MS-TNEF-Correlator: <79F049F90788B84B96E26063E2E2268A0D617251@Exchange.mycompany.local>
MIME-Version: 1.0
X-Originating-IP: []

Now, from the information above, I'm pretty sure that this is the problem:

'' ( <>

Why on earth is it trying to send to ????


share|improve this question
up vote 5 down vote accepted

Apparently this is an issue with mailto: links in Office 2007.

Either apply KB2475888 or remove KB2344993, according to posts in this technet thread: IMCEAMAILTO issue causing "Delivery has failed ...".

To work around this issue, just have the users remove the cached contact entries from Outlook by typing the name in the "To:" field, and then click the little black cross next to the recipients/contacts that resolve to these strange IMCEAMAILTO addresses.

Input the correct email address manually, and it'll be there next time you try to send from Outlook

share|improve this answer
Thanks, I'll try this. Odd, because we're using office2010. – jeremy Mar 21 '12 at 15:24
KB2597052 contains a hotfix for word 2010 – Wimmel May 14 '12 at 11:26

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