Mail on iPhone sometimes uses wrong outgoing mail account

I have selected my .me email account as the default for outgoing email messages. But my iPhone does not always use that account. When I hit the "compose" icon a new blank email message opens up and my .me account always appears in the "From:" space. HOWEVER, when I then enter the recipient's email address my iPhone sometimes, but not always, changes the "From" account to my Gmail account.
There are certain recipients for whom it always uses the correct default outgoing address (my .me account), and there are other recipients for whoom it always changes the outgoing account, but I haven't been able to identify a common thread that would tell me why it is making the change for those recipients.
I have an iPad, which is set to use the same default outgoing email account, and have not had this problem on that device. Nor on my iMac.

It switches to Gmail for some Gmail recipients, but not others. And it switches to Gmail for some other recipients who use non-Gmail accounts, but not for others with non-Gmail accounts. Haven't been able to figure out a pattern. It does seem to treat each recipient the same each time I send to them (in other words it doesn't use the default email for a certain recipient one time and then the Gmail for that recipient another time).

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  • Mail does not use correct outgoing server

    Problem
    Mail in Mavericks (and also IOS6 snf 7) does not use the outgoing smtp server associated with the account being used. This results in either a failure to send or mail being put into the wrong "Sent" folder.
    Background
    I have most of my non-icloud mail pulled down to a home server from which my laptops and ios devices access various accounts using imap. The local home server also provides smtp and relays all mail to my ISP. Recently I have been switching from an old home server (Mac Mini) to a new one (Raspberry pi running the debian Raspbian version with fetchmail,  Dovecot and postfix setup).
    While making the changeover I had access to both the old server and the new server enabled on my laptop. Naturally the majority of the settings (Name, email address etc) were the same although the name and address of the server to be used for both incoming and outgoing mail were different. This seemed tp work fine for incoming. However when I tested outgoing mail the copy that should appear in the "sentt" box  went missing. This usually indicates some mistake in the setting of the sent mail folder on the accounts but this all checked out.
    I eventually found the missing outgoing mail intended to go through the new server in the sent box on the old server. Further trials showed that no matter what I did the outgoing would always default to the old (and therefore first set up) outgoing server.
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    Trialing various alterntaive settings showed that the problem occurs when there are two outgoing servers with the email address in the settings and the user name on the outgoing server name being the same. I had assumed that changing the description field would distinguish between the various settings; however this did not work. Changing the Name Field did work eg by putting (O) after my name.
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    I have trawled support and elsewhere for any thing similar. Lots of mail problems (don't get me started on the way icloud loses outgoing each time you edit the list!) but I have not found any posts on precisiely this point.
    IOS devices seem to have similar problems, but a quick attempt at a similar solution does not work, and I cannot be bothered  to test the options. I will simply clean them out and put in the new accounts.
    Advice
    Grateful for any comments or advice from people who have encountered similar problems and whether my diagnosis if correct. Have I missed any obvious corrections that would clear this up. I do not know whether this is a Mavericks issue or also appears in earlier OSX versions.
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    Peter,
    Where ever the Sent and Trash folders show in the Sidebar, highlight first one, and then the other, followed by clicking on Mailbox in the Menubar, and choosing Use This Mailbox For, and choose the function.
    Keep us posted on your progress.
    Ernie

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