Hi,

I have a very unusual problem.

I have Outlook 2010 connected to Exchange 2010. This can send emails perfectly to known addresses (that is, addresses in the address book or ones that have been sent to previously).

However, if I put in an address that is unknown, I cannot actually click the Send button in Outlook. (it simply does nothing). Corresponding to this I get errors in the Event Log for each Send click stating "The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action.". However, Outlook shows as connected the whole time, pings do not break, and I have no reason to suspect it has lost connection.

To further complicate matters, Outlook is fine on all other PCs, and this was all perfect until I installed BitDefender on the PC in question and the Exchange Server. Outlook was still fine on these other PCs while BitDefender was installed, but I have removed it from the PC in question and the Server just in case (no success).

Summary: Outlook encounters Exchange connectivity issues when sending to unknown (new) email addresses that prevent the Send button actually working at all. This is isolated to one machine and occurred after installation of AV/Firewall software which has since been thoroughly removed.

If you have any potential solutions I'd love to hear them, as I will be resorting to reformatting the PC in question, and probably removing Exchange because I'm sick of its issues if I cannot resolve this soon.

Big thanks for any help.