Problem syncing iPod Classic with iTunes

A couple of days ago I purchased several albums from iTunes, but none of the songs will sync with my iPod Classic. I just purchased some other songs, and they synced fine. I have the current version of itunes and have never had this problem before. I have approximately 7,000 songs on the iPod. I have tried everything I know. Any suggestions

Hey catwoman001,
Thanks for the question, and great troubleshooting so far! iPod software version 2.0.5 is available for the iPod classic 160GB (Late 2009). If this is your model, you may want to update the iPod. If you are having issues with your iPod, the following troubleshooting assistant may help:
Apple - Support - iPod - iPod classic Troubleshooting Assistant
http://www.apple.com/support/ipod/five_rs/classic/
Additionally, you may want to check out these articles:
Windows
iPod appears in Windows but not in iTunes
iPod not recognized in 'My Computer' and in iTunes for Windows
iTunes reports that "iTunes cannot recognize this iPod at this time"
Thanks,
Matt M.

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The iPod classic not bring recognized is unrelated to iTunes Match. You should post this problem to either the iPod Classic forum https://discussions.apple.com/community/ipod/ipod_classic or the iTunes for Windows forum https://discussions.apple.com/community/itunes/itunes_for_windows. Probably the former.
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Since moving the itunes library (without a hitch) to a new external drive we have had a new problem which presumably is linked! When the ipod is plugged in all seems normal at first, the ipod syncs ok, then the system hangs at that point. itunes says "syncing ipod do not disconnect" (Even though the sync icon has vanished from next to the ipod on the itunes screen)likewise the ipod says "Do not disconnect". Windows then opens a "Autoplay" window which is obviously searching for files, with the torch graphic. This continues with the computer frozen. Cancelling the autoplay, leaves it saying "Cancelling" but it doesn't. Ctrl-alt-del is required to stop it, but that causes the computre to actually require a switch off. The fault is obviously with whatever is triggering the "Autoplay", but the ipod correctly lists as drive H, it doesn't seem to be a drive letter confusion. (Unfortunately it is impossible to learn which drive the autoplay is searching, and why, and what it can't find! Is there anybody that can help, as itunes is unuseable with ipod at present. I have tried completely removing and reinstalling itunes/Quick time with no effect!

Recently I transfered my entire iTunes library over to my external HDD
How and what exactly did you transfer?
and completed all of the necessary requirements to be able to play my music back from the new folder location (i.e. changed the location in iTunes preferences and consolidated everything etc)
This should been done before you transferred anything.
Now I have gone to sync my iPod Touch with iTunes and it keeps coming up with an error
What exactly is the error and when do you see it?

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Hi I have a 80gig ipod classic that I have just been using as is without putting any new music on it. I haven't had it hooked up to a computer or itunes in a couple years I've just been listening to the same music and using an iphone instead. To compound things I now have a couple (that I know about) apple id's that I am using. And a old HP computer which I am unsure if I can get running or salvage any of the music of it to transfer to my new Macbook Pro. I have logged onto apple and changed the password/id of the old apple id to authorize my new mac. I had some files transferred from the ipod to my new itunes but am still missing some 1100 songs. When I have tried to sync it I get an apple id prompt that I have never used before. I had my old apple id come up and with the new password got it to authorize on my Mac. Any help or direction on this will help me to bumble my way through until I can get to an apple store and try to get some help there. Thanks in advance!!!!!

Hey catwoman001,
Thanks for the question, and great troubleshooting so far! iPod software version 2.0.5 is available for the iPod classic 160GB (Late 2009). If this is your model, you may want to update the iPod. If you are having issues with your iPod, the following troubleshooting assistant may help:
Apple - Support - iPod - iPod classic Troubleshooting Assistant
http://www.apple.com/support/ipod/five_rs/classic/
Additionally, you may want to check out these articles:
Windows
iPod appears in Windows but not in iTunes
iPod not recognized in 'My Computer' and in iTunes for Windows
iTunes reports that "iTunes cannot recognize this iPod at this time"
Thanks,
Matt M.

Cannot Sync Ipod Classic with Itunes 11

After installing Itunes 11, I cannot sync my Ipod Classic. It has worked perfectly up until this version. Here are the options I like:
Open Itunes when... -- ON
Sync only checked... -- OFF
Convert higher... ON (128) (I have a LOT of music I like to fit on this little ipod)
Manually manage... -- OFF
Enable Disk Use... -- OFF
I have tried restoring the ipod and resyncing everything, but that doesn't work eiter.
I also got some errors about not being able to copy some podcasts (like 100 of them) when I tried syncing after restoring, but I have seen that before and just ignored it and it still gets stuck.
It gets stuck around song 5, I've left it running for two days and still no progress. Even checking "On this iPod" shows me that no songs have sync'd.
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Update: More information and how I've temporarily solved this problem. I installed the new iTunes 11 on two computers when it came out both of which have the same specs. One was an upgrade from most previous version of itunes, the other was a new install. My idea was to move my library to my other laptop as the old one was running out of space.
I copied my iTunes library over to my other laptop, installed iTunes and started making adjustments like deleting smart playlists and turning off genius. My thinking was to see if i could get itunes to run faster on my other laptop. It did run alot faster with all the genius playlists btw.
I now have my music in two different locations; same everything minus some smart playlists. Long story short, my identical playlists that where not syncing did sync from my original laptop. so there is something different between my two laptops that is causing the sync not to work, again my guess is converting tracks to acc. Maybe the upgraded itunes has files that my new install itunes does not which allow conversion of songs to ACC.
Good news is iTunes now allows you to have multiple locations without deleting your iPod so I can retransfer all my music on my old laptop and keep the library on my new laptop. At least until Apple comes up with a fix.
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Hi guys,
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The issue arises, however, when I try to sync my iPod Classic 160G (reformatted for Mac, as I thought it would possibly be moreefficient?). I’m just going through the first sync of ~31k songs (no video orother content.) I left it running between midnight and 0800, and it only managed about 3,000 tunes. My old PC setup usually synced about three times as much in the same period.
Is there anything I can do to improve the performance of my setup?
Would running my NAS connection over NFS be quicker?
How about a powered USB hub to the MBA?
How about connecting the MBA to the Airport extreme via Ethernet (from a USB hub) instead of using the wifi?
Any suggestions (besides running iTunes on a local drive) greatly welcomed.
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James

I tried this, i selected "manage my music and videos manually" and clicked "apply". when i try and put songs onto my ipod off another computer, i get the warning message telling me if i sync it with this library, it will delete everything off my ipod and replace it with what is in the library on that computer.

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Empty/corrupt library after upgrade/crash
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Windows images, but you get the point. Depending on the age of your library the library file might not include the .itl extention. Make it match the file you are replacing.
See MusicFolder Files Not Added and Super Remove Dead Tracks for tools to catch up with any changes since the backup file was created.
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Problem syncing iPod Classic with iTunes

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