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Delivery Delayed e-mails/DNS issues?

Just replaced my Exchange 2003 box with Server 2008 and Exchange 2010. Ever since doing that A few emails sent out of my domain to others seem to come back Delivery Delayed. They do eventually go through and never come back failed but they do tend to stick in the queue for almost a day sometimes.

The biggest culprits are yahoo.com and aol.com emails. In my queue they show up as 451 4.4.0 DNS query failed. When I attempt an nslookup -q=mx yahoo.com (or aol.com) both come back as timing out.

Thoughts?
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agentkolb
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agentkolb
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1 Solution
 
Justin OwensITIL Problem ManagerCommented:
I suspect that there are problems at Yahoo!.  I have a paid for email account with them (I hate ads in my emails).  I noticed a 3 - 18 hour delay in delivery from every domain I have tested from in this past week.  If you can telnet to port 25 and if they go through eventually, the problems are generally not on your side.
Now, that said, you should be able to get resolution to the external domains through NSLOOKUP.  Do you get that failure from everywhere in your organization, or just from your Exchange server?
Justin
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agentkolbAuthor Commented:
I get the nslookup from anywhere in my organization, however when i run it - it looks like it goes back to the exchange server to run it because it references that IP address... but that could be because my DNS is also on that server...
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Justin OwensITIL Problem ManagerCommented:
You are running DNS on your Exchange server?  Is it also your AD controller?
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agentkolbAuthor Commented:
Unfortunately. Down the road we will be changing that - but for now it is all on that one server.
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Justin OwensITIL Problem ManagerCommented:
Is your DNS integrated into AD?  Your AD controller needs to be pointing to itself for AD to work.  You need to be forwarding all non-internal lookups externally, normally through your ISP.  Is that how your server is configured?

Justin
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agentkolbAuthor Commented:
It is pointed to itself, where do i need to check to verify external requests are going elsewhere?
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Justin OwensITIL Problem ManagerCommented:
Windows Server 2003 can take advantage of DNS forwarders. This              feature forwards DNS requests to external servers. If a DNS server cannot find              a resource record in its zones, it can send the request to another DNS server              for additional attempts at resolution. A common scenario might be to configure              forwarders to your ISP's DNS servers.              
  1. Click Start, point to Administrative Tools, and then click DNS.
  2. Right-click ServerName, where ServerName is the name of the                        server, and then click the Forwarders tab.
  3. Click a DNS domain in the DNS domain list. Or, click New, type the name of the DNS domain for which you want to forward                        queries in the DNS domain box, and then click OK.
  4. In the Selected domain's forwarder IP                        address box, type the IP address of the first DNS server to which you                        want to forward, and then click Add.
  5. Repeat step 4 to add the DNS servers to which you want to                        forward.
  6. Click OK.
Source: http://support.microsoft.com/kb/323380

Justin
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