Itunes "Freeze" when i try to Import music AND putting it on to my Iphone

When i try to put Mp3's from my collection into itunes it imports some songs and then crashes on the same files. I then have to exclude these folders when im putting the music into itunes. THEN, when i try to put music from the music library to my Iphone 3gs 16gb the same thing happes, but with different songs. when i get it to sync, it does so until i reaches a spesific song, then it just tries syncing that song forever and finally the whole program crashes. What can i do?

Changed how?  Did you update the Apple ID with a new email address or create a new Apple ID?
Keep in mind that content acquired from iTunes is permanently tied to the Apple ID it was acquired with.
If you created a new Apple ID, stop using it immediately.

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