New iMac won't play many of my purchased iTunes songs

I have 2 of my 5 computers authorized for iTunes. My new iMac won't let me play many of songs, and I get a message that my iMac is not authorized to play the song I paid for on my other computer. I repeatedly go through the process of telling it my iMac is authorized...it agrees, then returns to tell me it cannot play my songs because my iMac is not authorized. What step am I missing?

Here is what customer service is now telling me to do:
I'm sorry to hear that you have been experiencing difficulties with the iTunes application. To resolve this, I recommend uninstalling and reinstalling iTunes. Before beginning, please back up your iTunes library as explained here:
How to back up your media in iTunes
http://support.apple.com/kb/HT1382
To uninstall iTunes, please follow the steps in this article:
Removing iTunes for Mac OS X
http://support.apple.com/kb/HT1224
After you've uninstalled iTunes and removed the related files, you will need to reinstall it. You can download the latest version free of charge from the iTunes website:
http://www.itunes.com/download
After you've reinstalled iTunes, please ensure you have the latest version of QuickTime installed. You can find the latest version here:
http://www.apple.com/quicktime/download
If you continue to experience difficulties with iTunes after uninstalling and reinstalling it, you may wish to call our AppleCare technical support team. A representative will be able to tell you about Apple's complimentary and fee-based support options and can help you determine which option might be most helpful in this case. To find the appropriate phone number, please visit:
http://www.apple.com/support/contact/phone_contacts.html
I hope this information has been helpful.
I havent gone through this whole process yet, has anyone else tried this yet?

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Repost: brand new mac won't play/recognise/mount audio-cd's

No idea what's going on here. I posted a question which I will paste below. Someone posted some suggestions for me (Dave Sawyer if I remember the name correctly, thanks again!) which lead me to ask wheter I was or was not supposed to have a file named cd info.cidb in a certain folder.
Now all of a sudden my thread is gone and I find the following mail in my inbox:
NoName posted "Re: brand new mac won't play/recognise/mount audio-cd's" in "brand new mac won't play/recognise/mount audio-cd's" on Aug 1, 2008 4:21:01 PM.
You wouldn't have that file unless you used iTunes to get CD metadata from Gracenote. I hate Gracenote, therefore I have never had that file on my system
To view or respond to this message, visit <http://discussions.apple.com/thread.jspa?messageID=7775827#7775827>
To view the full topic, visit: <http://discussions.apple.com/thread.jspa?threadID=1643589>
To view the forum, visit: <http://discussions.apple.com/forum.jspa?forumID=782>
We appreciate your participation in Apple Discussions. Thank you for being part of our community.
Apple Discussions Team
The origial question post was the following:
Hi all!
I am totally new to the macbussines (got one for a month now) and not using cd's much I never tried importing one untill today... and it simply won't. I think it's supposed to show the audio-cd on the desktop and give me an 'import cd' button in itunes whenever I insert an audioCD right?
It won't do... it'll take it in, turn it a few times and slide it right out again.
What I tried so far:
* toying with itunes settings for importing (import cd & eject, show CD, ask to import cd etc)
* toying with the cd&dvd preferences under system preferences
* click the mount 'button' in disk utility as was suggested in all those threads regarding cd's not mounting first time (my cd's won't mount the second or 30th time either)
* resetting the PRAM
Nothing so far.
It does recognise DVD's but no audio cd's whatsoever, originals, burned ones. You name it. As I don't use CD's a lot the newest CD dates from 2003, but that can't be it, can it?
Any suggestions would be highly appreciated...
o/
Am I going para? Where did my post go? It's totally gone, not even under 'my posts' or anywhere...
Still no solution either... suggestions still welcome therefor

My guess is that someone didn't like that I said I didn't like Gracenote.
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