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Can't send E-mail to yahoo.com

Posted on 2012-09-17
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Last Modified: 2012-09-29
Hi All,

I can't seem to send E-mails to yahoo.com. In the Queue Viewer I get the "last error" message "421 4.4.0 Primary target IP address responded with: "421 4.2.1 Unable to connect." Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts."

Any help would be much appreciated.

Thanks,
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Question by:mjj28
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18 Comments
 
LVL 8

Expert Comment

by:S_K_S
ID: 38408223
Is it the problem with you sending emails to any yahoo id or any specific id?
Try testing the outbound mailflow using the below link and update the status
http://www.testexchangeconnectivity.com/
0
 
LVL 24

Expert Comment

by:Nagendra Pratap Singh
ID: 38408229
This should be a temporary error and can go if you flush the DNS cache on the server.

How long has this been going on?
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Author Comment

by:mjj28
ID: 38408236
Andy yahoo.com email address. I've tried several. Here are the results of the test. I could have sworn I put in a SPF record. Will that really matter?


      Performing Outbound SMTP Test
       The outbound SMTP test was successful.
       
      Test Steps
       
      Attempting reverse DNS lookup for IP address 67.136.**.***.
       ExRCA successfully resolved IP address 67.136.**.*** via reverse DNS lookup.
       
      Additional Details
      Performing Real-Time Black Hole List (RBL) Test
       Your IP address wasn't found on any of the block lists selected.
       
      Test Steps
      Performing Sender ID validation.
       Sender ID validation was performed successfully.
       
      Test Steps
       
      Attempting to find the SPF record using a DNS TEXT record query.
       ExRCA wasn't able to find the SPF record.
       
      Additional Details
       No records were found.
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Author Comment

by:mjj28
ID: 38408247
It's been happening for 3 weeks at least. It's not a big organization and mostly just mail internally but billing is having real trouble now.
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Author Comment

by:mjj28
ID: 38408264
I flushed the DNS. no luck
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LVL 8

Expert Comment

by:S_K_S
ID: 38408266
0
 
LVL 1

Expert Comment

by:Prakash_Kavar
ID: 38408271
you are facing problem only with yahoo? the same will send on gmail id?

If not than your smtp server have block mails for externam mail sending (outside organization) so enable it.

else open cmd and type "telnet <SMTP server ip> <space> 25 and check is it success or fail?
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Author Comment

by:mjj28
ID: 38408308
so I can send to google, comcast, and various private domains. Just seems to be an issue with Yahoo.

I can't telnet from my server to yahoo's 67.195.168.230 mail server. But i can from my desktop.

I can telnet to google's 173.194.77.27 server from my server fine.
0
 
LVL 8

Expert Comment

by:S_K_S
ID: 38408341
Kindly Check the Send Connector if you have "Use External for DNS lookup" checked. Ideally it should be unchecked.
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Author Comment

by:mjj28
ID: 38408344
Unfortunately it's already unchecked...
0
 
LVL 8

Expert Comment

by:S_K_S
ID: 38408423
WHat settings does the Hub server property show for "External DNS lookup and Internal DNS lookup"
IS it "Use these DNS servers" or is it "Use the Network card DNS settings"
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LVL 8

Assisted Solution

by:S_K_S
S_K_S earned 1000 total points
ID: 38408432
Also check settings on your firewall for any ip being blocked as such
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Author Comment

by:mjj28
ID: 38410366
S_K_S,

I don't see that setting anywhere. I'm using SBS 2011. Is that why?
0
 
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 38414948
As it is just a single domain, I would just send email out via your ISPs SMTP Server. Configure a new Send Connector and set the ISP SMTP server as the smart host. Yahoo are probably blocking you for some reason, if you cannot see why, then move on with a simple solution to use another route.

Simon.
0
 

Author Comment

by:mjj28
ID: 38429605
So I emailed my ISP and they said that it is their policy not to provide that service. Are there any other services out there that might accomplish this?
0
 
LVL 63

Assisted Solution

by:Simon Butler (Sembee)
Simon Butler (Sembee) earned 1000 total points
ID: 38429669
There are loads of mail relay type services out there. You will just hav eto find one that offers the service that you require.

Surprised the ISP doesn't offer the service though - if they offer POP mailboxes to their customers then they will have an SMTP Service. Remember that most ISPs default answer to things will be "not supported, not offered" etc.

Simon.
0
 

Accepted Solution

by:
mjj28 earned 0 total points
ID: 38429924
Thanks for the Advice all. I have (kind of) figured out the issue.

I had setup 2 port fowarding rules a few weeks back. They were outgoing rules specifying that all traffic on ports 25 and 443 look like they are coming from my MX record IP as apposed to my router IP. I removed those and i was able to telnet to Yahoo's mail servers. So i setup a new rule. This rule made all traffic no matter which port it came from look like it came from my MX IP and now all is working.

If anyone has thoughts on why this might be I am most curious.

Thanks again
0
 

Author Closing Comment

by:mjj28
ID: 38446902
I figured out the issue myself and posted it as the comment I have selected.
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