Are you using the Sophos appliance as a smarthost? Are you using the FQDN of the appliance, or its IPv4 address? If the former, try the latter.
I'd verify the vendor's claim, BTW - "netsh trace" is your friend: https://msdn.microsoft.com/en-us/library/windows/desktop/dd569142(v=vs.85).aspx and https://blogs.msdn.microsoft.com/canberrapfe/2012/03/30/capture-a-network-trace-without-installing-anything-capture-a-network-trace-of-a-reboot/ Kurt On Thu, Feb 2, 2017 at 8:13 PM, Kelsey, John <[email protected]> wrote: > Working on a new Exchange 2013 install. Outbound emails are failing and > our front-end email appliance vendor (Sophos) says its failing because > Exchange is sending the outbound emails using its ipv6 address instead of > its ipv4 address and the Sophos appliance doesn’t understand ipv6 ( I know, > right?) > > > > I don’t see any obvious place to configure this in Exchange, and I know > that disabling ipv6 in Exchange is baaaaaad. > > > > So can I force Exchange to send only using its ipv4 address somehow? > > > > Thanks all. > > > > > > *************************************** > > *John C. Kelsey, MCSE, CCNA*Network Architect > Penn Highlands Healthcare > (: 814.375.3073 <(814)%20375-3073> > 2 : 814.375.4005 <(814)%20375-4005> > *: [email protected] > *************************************** > > [image: PHH ESig Logo 150dpi] > > > > This email and any attached files are sensitive in nature and intended solely > for the intended recipient(s). If you are not the named recipient you should > not read, distribute, copy or alter this email. Any views or opinions > expressed in this email are those of the author and do not represent those of > Penn Highlands Healthcare or its affiliates.. Warning: Although precautions > have been taken to make sure no viruses are present in this email, the > company cannot accept responsibility for any loss or damage that arise from > the use of this email or attachments. > >

