Problems with Keychain in Mail

Hi TheBrac,

You may want to check to make sure that the “Ask for Keychain password” option hasn't been accidentally selected for any Gmail related items in your System keychain in Keychain Access under Access Control. You may find the following article helpful:

OS X Mavericks: Allow apps to access your keychain

http://support.apple.com/kb/PH13737

Regards,

- Brenden

I have the same problem

and in access control it says "Access for this item cannot be edited"

solved it

Went to /library/keychains/ and deleted the 2 files in the directory, rebooted and do not get that message anymore

Did you maybe accidentally click on the little toolbar icon to digitally sign the email message in the New Message window in Mail?

I did, and the keychain that had the certificate used for signing was in the System keychain - which isn't unlocked like my login keychain usually is - so that's why it was prompting whenever I sent an email (each subsequent email attempts to digitally sign until you've untoggled that again).

I have been having the same issue recently. Watching Console I found that Mail.app was seeking access in order to "sign" an outgoing email. I opened the disclosure triangle of the certificate it was seeking and cmd-i the private key for the certificate. Then, I added mail.app to the access control list. This seems to have worked.

BTW the error was preceded by a Problem opening rules file "/etc/authorization": No such file or directory

I want Mail always running and able to access the keychain to login to accounts, but have the keychain locked to interactive users (until I unlock at the keyboard). But when I try to set Access Control to allow application login by Mail (while I'm away and the screen is locked), it says "Access for this item cannot be edited". How can I give Mail the access it needs? Currently is keeps asking permission, blocking Mail from running.

Thanks.

I think I solved the problem:

In System Preferences/Security & Privacy/Advanced... I unchecked "Require an administrator password to access system-wide preferences" and Mail has quieted down, all seems okay.

Thanks toyotacle, your solution worked for me

Although i copied all files to a desktop folder first as a backup

Just came here to comment that, in my case, the always emerging Request-for-Keychain-Access dialog after sending an email was due to the reason stated by maddygp (activation of the little toolbar icon to digitally sign the email message in the New Message window). Not sure if I accidentally clicked on it or if it is related to the OS X upgrade to 10.9.4 that I did yesterday night.

Thanks, maddygp

maddygp

Did you maybe accidentally click on the little toolbar icon to digitally sign the email message in the New Message window in Mail?

I did, and the keychain that had the certificate used for signing was in the System keychain - which isn't unlocked like my login keychain usually is - so that's why it was prompting whenever I sent an email (each subsequent email attempts to digitally sign until you've untoggled that again).

This solved it for me, thanks!

This solved it for me too! I feel like such a dodo messing around with keychain and system files when it was such a simple fix all along .😊

Thank you sir. Fixed it for me. I was going crazy.