Exchange chooses addresses with single quotes to send to and rejects others?
I have a user using Outlook 2007 connected to Exchange 2003 SP2. She copies addresses out of Excel, pastes them into Outlook's To line and sends an email. The Exchange server filtered out all but four of the addresses in the To line and sent to the four that happened to be formatted with single quotes around the address. All other recipients did not receive the email. What would make Exchange like some addresses and not others? Thank you in advance!James Nelson
May 5th, 2010 8:36pm

Quote: “The Exchange server filtered out all but four of the addresses in the To line and sent to the four that happened to be formatted with single quotes around the address” By “filtered out”, do you mean that the entered addresses have been formatted to the display name? If so, the rejected four addresses would be the external domain addresses, as they can’t be auto checked to the display name. And this would be an outbound mail flow issue with specific external domains, right? How’s the outbound mail flow currently? Have the rejected addresses ever worked before? Could the issue be reproduced for the problematic user? Could the issue be reproduced by other users with the same rejected addresses? What’s the error info in the received NDR on the problematic user’s mailbox? Resources: Troubleshooting Mail Flow and SMTP James Luo TechNet Subscriber Support (http://technet.microsoft.com/en-us/subscriptions/ms788697.aspx) If you have any feedback on our support, please contact tngfb@microsoft.com
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May 6th, 2010 9:03am

Thank you for your response. By filtered out, I mean that when the user pasted the addresses in from the Excel file, and sent the message, the Exchange server seemed to ignore that there were more than four addresses and only paid attention to the ones in single quotes. The result was that the user's sent items shows a message that went to only four people, and has no record of the other recipients being in the list. Also on the server, the message tracking tool only shows the four addresses that were in single quotes. The filtered addresses were a combination of internal addresses and external addresses. Outlook formatted the addresses of the internal recipients (before sending) to their name, so it would appear as though Outlook checked their names, however, I did notice that there were no underlines under the names. The outbound flow is consistent and we dont ever have a buildup in the queue. We communicate regularly via email with all of the addresses so I am at a loss. I will have the user attempt to recreate the issue and will report back. I have had a few others try to recreate this problem without any luck. No NDR was sent as the Exchange server did not (it appears) see the other addresses so according to it, no error occurred. Is it possible that inconsistent formatting of email addresses in the original Excel file could have caused this? Would Outlook dump addresses it didn't see as valid? Thanak you again.James Nelson
May 13th, 2010 10:19pm

I don’t think outlook will send the message with the invalid SMTP formatJames Luo TechNet Subscriber Support (http://technet.microsoft.com/en-us/subscriptions/ms788697.aspx) If you have any feedback on our support, please contact tngfb@microsoft.com
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May 14th, 2010 4:56am

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