This looks like your ISP may not support IPV6 yet.  You could ask, and 
if true, eliminate the tries for reaching IPV6 addresses, and decrease 
the amount of time wasted.

Also, connections to port 25 are often blocked if they cross from one 
ISP to another, usually because the internet protocol for that port is 
easy enough to fake that they have been used for sending email spam that 
was very hard to trace to a sender correctly. Something else to ask your 
ISP about.  My ISP uses yahoo.com as its email provider, and has 
therefore set up special connections to reach yahoo.com without this 
problem.

Robert Miles

>
> Date: Tue, 16 Oct 2012 15:23:57 -0500
> From: Travis Desell <[email protected]>
> Subject: Re: [boinc_dev] password reset emails not being sent to some
>       users
>
> So looking in the maillog it seems like the connection to remote servers is 
> timing out when the server is trying to send mail:
>
> eg,
>
> Oct 16 13:42:30 Volunteer postfix/qmgr[2090]: D01E75D2063C: 
> from=<[email protected]>, size=575, nrcpt=1 (queue active)
> Oct 16 13:42:51 Volunteer postfix/smtp[25837]: connect to 
> mta7.am0.yahoodns.net[66.94.236.34]:25: Connection timed out
> Oct 16 13:42:54 Volunteer postfix/smtp[25837]: connect to 
> mta7.am0.yahoodns.net[66.196.118.34]:25: No route to host
> Oct 16 13:43:15 Volunteer postfix/smtp[25837]: connect to 
> mta6.am0.yahoodns.net[98.136.216.26]:25: Connection timed out
> Oct 16 13:43:36 Volunteer postfix/smtp[25837]: connect to 
> mta7.am0.yahoodns.net[66.196.118.36]:25: Connection timed out
> Oct 16 13:43:57 Volunteer postfix/smtp[25837]: connect to 
> mta6.am0.yahoodns.net[98.136.216.25]:25: Connection timed out
> Oct 16 13:43:57 Volunteer postfix/smtp[25837]: D01E75D2063C: 
> to=<[email protected]>, relay=none, delay=433133, 
> delays=433046/0.02/87/0, dsn=4.4.1, status=deferred (connect to 
> mta6.am0.yahoodns.net[98.136.216.25]:25: Connection timed out)
>
> Oct 16 11:48:07 Volunteer postfix/smtp[21744]: C1AD35D20637: 
> to=<[email protected]>, relay=none, delay=435252, 
> delays=435216/0.01/36/0, dsn=4.4.1, status=deferred (connect to 
> mail.global.frontbridge.com[213.199.180.150]:25: Connection timed out)
> Oct 16 11:48:07 Volunteer postfix/qmgr[2090]: C1AD35D20637: 
> from=<[email protected]>, status=expired, returned to sender
>
> Oct 16 12:02:30 Volunteer postfix/smtp[22299]: connect to 
> gmail-smtp-in.l.google.com[2607:f8b0:4001:c02::1b]:25: Network is unreachable
> Oct 16 12:02:30 Volunteer postfix/smtp[22299]: connect to 
> gmail-smtp-in.l.google.com[74.125.133.26]:25: No route to host
> Oct 16 12:02:30 Volunteer postfix/smtp[22299]: connect to 
> alt1.gmail-smtp-in.l.google.com[2607:f8b0:400d:c00::1b]:25: Network is 
> unreachable
> Oct 16 12:02:51 Volunteer postfix/smtp[22299]: connect to 
> alt1.gmail-smtp-in.l.google.com[173.194.68.26]:25: Connection timed out
> Oct 16 12:02:51 Volunteer postfix/smtp[22299]: connect to 
> alt2.gmail-smtp-in.l.google.com[2607:f8b0:400c:c02::1b]:25: Network is 
> unreachable
> Oct 16 12:02:51 Volunteer postfix/smtp[22299]: B35CE5D205C1: 
> to=<[email protected]>, relay=none, delay=421780, delays=421759/0.01/21/0, 
> dsn=4.4.1, status=deferred (connect to 
> alt2.gmail-smtp-in.l.google.com[2607:f8b0:400c:c02::1b]:25: Network is 
> unreachable)
>
>
> Any idea what might be causing this?
>
> --Travis
[snip]
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