EXCHNAGE 2010

we have some automated processes which cause emails to be sent from BizTalk (hosted on windows server ) to the email address: xxx@hotmail.com
The users are reporting that no emails are arriving in the xxx@hotmail.com
BizTalk's own logging is showing messages as being successfully sent
Messages are sent via the relay server: edcrelay.
Messages are sent with the FROM value set to
how can we  see if any of these are blocked / stuck somewhere, or does it look as if they're being sent successfully?

Thanks in advance,
pramod1Asked:
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Trent SmithCommented:
Are you using a spam filtering system where the messages could be stuck at?  

Check the Exchange toolbox to see if you have messages stuck in the queue.  

Click Start > All Programs > Microsoft Exchange 2013 > Exchange Toolbox.
In the Mail flow tools section, double-click Queue Viewer to open the tool in a new window.
In Queue Viewer, select the Messages tab to see the list of messages that are currently queued for delivery in your organization.
pramod1Author Commented:
the problem is not that.

I checked the message header from email address it is going from our domain to network  and then to mx record which is outside and then same email comes with our domain from outside

proofpoint see it is spam and blocks it as it sees same domain name coming from outside.
pramod1Author Commented:
I don't know how to stop it
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pramod1Author Commented:
Need your intervention in this issue, since it is not clear why the emails relayed using the EDCrelay.clearchannelint.com are getting routed through Proofpoint(attached) when IP like 62.190.150.xxx comes in picture,

Now these emails are getting blocked now as they are being considered as Spoof as well.

Below is the comparison between application generated email (BizTalk hosted on server ccioinpb03edc) and a email sent from same server ccioinpb03edc using telnet.
C--Users-con-ccisat1pwk-Desktop-comp.jpg
Trent SmithCommented:
Have you checked to see if your site has been blacklisted?
pramod1Author Commented:
which site you are referring to?
Trent SmithCommented:
The site you are sending the emails from.  The domain.  Check it using the MXToolbox site.

http://mxtoolbox.com/blacklists.aspx
pramod1Author Commented:
clearchannelint.com  looks to me is black listed
is this the cause
pramod1Author Commented:
it was delisted but my question is why  the mails are getting routed through internet
Trent SmithCommented:
If this was black listed then it will take some time in order to get the named cleared up.

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