Careful Upgrading to iTunes 7.2

First and foremost, I suggest making a backup of your iTunes library before you upgrade to the newest version. You already have a backup routine that has done a complete system backup in the last week anyway… right!
That being said, you may experience some difficulties syncing your iPod with music that you ripped from a CD after you have upgraded to iTunes 7.2. Especially if one or more songs match music that you had also bought from the iTunes Store. The error message I received was as follows:
“While syncing to <iPod device name>, the file <song name> was not copied because the file type is not supported by the iPod”
After several hours of fiddling with the MP3 file’s ID3 Tags and trying to rebuild the iTunes Library, I finally found the following fixit solution.
- For each song that shows up in the error dialog box, find it in your iTunes library and copy it to a new location (I used my desktop).
- Once the file has been copied to a new location, delete the file which is in your iTunes library by clicking on it from within iTunes and pressing the delete key. If you are prompted to keep the file or move it to the trash, choose to move it to the trash.
- Re-import that song back into you iTunes library by clicking and dragging the copy of the file back into the iTunes window.
- Sync your iPod again to confirm that 1) the file does not show up in the error list and 2) you can see and play the song on your iPod
- You may need to iterate through this process several times as the sync error log seems to only show 100 songs at a time. If you have more than 100 songs that won’t sync, you may not know it until your next sync.
I hope this little incompatibility or file corruption just applies to me. However, I suspect that the iTunes 7.2 upgrade might cause problems for more people in the coming days. Please leave your thoughts, complaints and suggestions in the comment section of this post. I’d like to know if this is a small problem or if it’s more wide-spread.
[UPDATE 2007-05-31 1:32 PM]
There’s a new discussion and several other solutions available in the Apple support forums:
http://discussions.apple.com/thread.jspa?messageID=4645674
[UPDATE 2007-06-01 9:42 AM]
Playlist Magazine has an article, in which they call this problem a bug. However, I’m still inclined to think that this was intentional behavior from Apple to test the waters on how many people had indeed burned their iTunes Store music out to CD and then reimported it.
http://playlistmag.com/weblogs/ipodblog/2007/06/itunes72gotcharedux/index.php





