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Outgoing Mail to Some Destinations Stuck in Queue

Posted on 2008-10-14
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Last Modified: 2012-08-14
Exchange Server 2003 sp2 on Windows Server 2003 in a Windows 2003 Domain.

A few destinations are building up mail items in the outgoing queue.  I tried unfreeze and force connection but without result.

Every email sent to one of those destinations from users inside this domain gets stuck in the queue.

Any help troubleshooting this would be greatly appreciated.
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Question by:gateguard
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by:michaelgoldsmith
ID: 22715184
Thoughts;

Destinations could be Blacklisting your IP. Check one of the many blacklist checkers on the www and also check to see if you have an open relay going.
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by:gateguard
ID: 22715228
Is open relay on the RELAY RESTRICTIONS of the ACCESS tab of SMTP properties?

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by:michaelgoldsmith
ID: 22715300
http://support.microsoft.com/kb/895853

This is a great article on mail issues - check about half way down for instructions on testing for open relay.
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by:Exchange_Geek
ID: 22715325
I believe what michael is stating - could be true.
Check on site: http://www.spamhaus.org/pbl/index.lasso
Also, please check if your Exchange server has a PTR record registered on your ISP box.
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by:yoshi66
ID: 22715410
Have you tried to send an email using telnet to one/some of these domains?
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by:gateguard
ID: 22734125
I didn't try telnet.  I'm not sure how to do that since I would be telnetting to a server I'm not sure of the name and I have no control over.

One thing I did find out:

Our network has 2 gateways to 2 different service providers, ServiceA and ServiceB.

ServiceA is a provider we've had for awhile; ServiceB is new.

When I change the gateway on the mail server to the firewall connected to ServiceB, I have the problem on a few destinations described in this posting.

When I change the gateway on the mail server back to the firewall connected to ServiceA, the problem goes away.

But that is not a fix.  I'm dropping SerivceA soon, so I've got to get this working on ServiceB.

Right now I have a single message to a single destination hung up in the queue.  I'll try telnetting.

I wonder if this could be a DNS problem.  The DNS server on our network uses root hints.  Should I switch that to a forwarder?
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by:Exchange_Geek
ID: 22734304
Does this new service provider of yours hold your new MX record along with PTR record for your domain ?? Please get this part of the picture clear.
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by:gateguard
ID: 22735016
No.  Our PTR records and MX record are registered separately, at register.com.

And our incoming mail is routed first to appriver.com, which does our spam blocking.  I only tell appriver the ip address on our firewall that corresponds to our mail server.  But that's for incoming only, of course.

Outgoing, we dump straight out to the internet (though outgoing mail is not a process I full understand).
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by:Exchange_Geek
ID: 22735393
"No.  Our PTR records and MX record are registered separately, at register.com."

So is this information same with both Service Providor.

"Outgoing, we dump straight out to the internet (though outgoing mail is not a process I full understand)"

Which is your Smart Host server ?? on SMTP Connector.
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Author Comment

by:gateguard
ID: 22735737
in Exchange System Manager
Administrative Groups
Servers
<server name>
Protocols
SMTP
Default SMTP Virtual Server
Properties
Delivery tab
Advanced
Smart Host

This value is blank.  There is no Smart Host.


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Expert Comment

by:Exchange_Geek
ID: 22742787
Are you using DNS at the same location to send emails OR you are having a SMTP Connector created to send emails ???
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Author Comment

by:gateguard
ID: 22835479
Sorry for my absence.  I got pulled away on something else.  Now I'm back on this.

To answer your most recent question, Exchange Geek, I have an SMTP protocol which I assume is the same as an SMPT connector in the Exchange Systems Manager.  Other than that, I don't think I understand your question.

The exchange server NIC card has a DNS setting which is the single DNS server on the in-house domain and that has a bunch of forwarders for handling outside DNS.

Is that what you mean?
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Author Comment

by:gateguard
ID: 22879985
This is getting worse.  More and more emails are building up in my outgoing queues.  More remote sites are appearing to never accept our emails.  I can clear it by switching the mail server gateway to an alternate service provider.  But that's a temporary solution.  We lose that provider soon.
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by:Exchange_Geek
ID: 22880307
This would get worst buddy, if you allow us to troubleshoot the issue better - having such an absence would delay and break the rhythm to troubleshoot this issue.

SMTP Connectors: http://technet.microsoft.com/en-us/library/aa996625(EXCHG.65).aspx
SMTP VS: support.microsoft.com/kb/303734

So, we would like to know how are these emails going outside. Using DNS / SMTP Virtual Server / SMTP Connector ??
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Author Comment

by:gateguard
ID: 22881523
I have an exchange server (2003) and an SMTP protocol under that server and under that an SMTP virtual server.  DNS is handled on my domain controller using DNS forwarders.

I don't see any mention of a "connector".
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Lunchy earned 0 total points
ID: 22887360
gateguard,

Do not open multiple questions for a single issue.  It causes confusion for the experts, and you are not allowed to offer more than 500 points for a single issue.  If you feel that a question has stalled, you can request assistance from a moderator using the "Request Assistance" button, or you can delete the old question if you need to re-ask your question.

I will remove points on this question, and the discussion will be continued at
http://www.experts-exchange.com/Q_23875732.html

Lunchy
Friendly Neighbourhood Community Support Moderator
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