ITunes does not synchronize iPod music

Hello.
I have an iPod touch 8 GB Version 3.1.3
In my iTunes I do not want to sync new songs I add to the library.
I deleted the iTunes on your computer from anywhere possible and then reinstall it but still it does not synchronize my new songs I add to the library.
What should I do and how I fix this problem?
The iTunes version is 9.2.0.61
I need help please
Thanks, Chen
Message was edited by: cgsc

For music files purchased via the iTunes Store, Apple has used the following file extensions -
.m4a unprotected AAC format music files
.m4p protected AAC format music files
.m4b protected Audio Books
.m4r unprotected ringtones in AAC format
As you can see Apple have never used .mp4 for music files via the iTunes Store.
For videos Apple use .m4v and these are in H.264 format.
You could try changing the file extension to .m4a, first then see if it plays on your computer and then try re-synching it.

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