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hoakley September 7, 2020 Macs, Technology, Updates

Tackling keychain problems with KeychainCheck 2, now a Universal App

Keychain problems come and go. When Apple introduced Keychain in iCloud, a lot of users experienced problems, but in more recent versions of macOS these seem to have settled down. Few users now seem troubled by those infernal repeated requests for passwords to access items which should be accessible from your login keychain. That said, when they do come, such problems can be infuriating, and very difficult to investigate.

Over three years ago, I produced a simple tool to report the status of keychains and give direct access to some useful tools to aid in diagnosing problems, KeychainCheck. Keychains are one of the oldest parts of macOS, dating right back to Classic System 8.6 in 1999, and some parts seem to creak and groan a little because of their age. I had hoped that I’d be able to take my utility progressively deeper into keychains and their problems, but so far haven’t found a good way to do so.

One valuable feature of the new unified log when it appeared in Sierra was the fact that each time a keychain was opened, there would be a log entry to record that. I incorporated that into KeychainCheck, so that you could see exactly what was going on when you were being bombarded with those dialogs. Then in more recent versions of macOS the log entries stopped, never to return.

KeychainCheck 2 is still a useful utility when you’re trying to understand keychain problems, though. Its window shows:

  • the path to and status of the default login keychain, which enables you to lock and unlock it;
  • the keychain search path, listing the location of each keychain in that;
  • in older versions of macOS, any log records referring to keychains in the past hour;
  • a compendium of other useful information, including details of the contents of each of the keychain folders, with their datestamps.

For example, this is its document window:

keychain01

and here it has recorded a changed file date on the main login keychain file after toggling keychain sharing over iCloud.

keychain02

KeychainCheck 2.0 is now available from here: keychaincheck2
from Downloads above, and from its Product Page.

I will leave the last Intel-only beta-release available from its Product Page, in case you encounter any problems with this Universal App version.

This will be the last version of KeychainCheck, as I will be rolling its features into my diagnostic toolbox Mints in the coming few weeks.

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Posted in Macs, Technology, Updates and tagged Apple silicon, Big Sur, Catalina, iCloud, keychain, KeychainCheck, login, macOS 10.15, macOS 11, update. Bookmark the permalink.

2Comments

Add yours
  1. 1
    EcleX on September 7, 2020 at 6:47 am

    Thanks. Is there a way to prevent Keychain asking twice (or more) for passwords sometimes? For instance, it happens sometimes when login web sites requiring Class 2 CA certificates or when login using VPN applications to access the University or government servers Searching the Internet with Google for for

    “keychain” requests password “twice”

    shows the following, but that does not work with Keychain Keychain Access 9.0 (55208.60.1) on macOS 10.12.6 (16G2136) Sierra:

    If your Mac keeps asking for the login keychain password
    https://support.apple.com/en-us/HT201609

    asked to login twice in keychain
    https://discussions.apple.com/thread/4481908

    Thanks again!

    LikeLiked by 1 person

    • 2
      hoakley on September 7, 2020 at 7:07 am

      Thank you.
      The advice in that support note, and given in response to that question, isn’t good. Using KeychainCheck, you can discover which keychain is being accessed, particularly on Sierra where it should still be logged. You can also use the app to manually unlock your login keychain when you need.
      Changing the password on your login keychain can cause all sorts of problems. Sometimes you’re reduced to creating a new login keychain, but it’s then extremely tedious to copy across all the essential items from the old one to the new. So it’s not something to enter into lightly.
      As I wrote above, these keychain problems seem to have become much less common in recent versions of macOS, and with improvements in Keychain in iCloud, which now seems much more robust.
      Howard.

      LikeLike

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