Downloaded music but is not showing up on ipod

My music that I purchased from iTunes is downloaded, is showing up in my music, but will not sync to iPod.
What did I do wrong & how do I fix it?
Thanks

Were you able to connect you iPod before? Has anything changed since then?

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http://i1224.photobucket.com/albums/ee374/Diavonex/154da938.jpg

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My ipod was working perfectly fine until 2 nights ago. I never had a problem with it then it just randomly disconnected from iTunes. I I safely removed it then plugged it back in and it froze iTunes, and didn't show in My Computer. After repeating the 5R's several times, I finally got the iPod to show, but it shows on My Computer as a drive that needs to be reformatted (both in normal and in disk mode) and I can't access it at all, when I click the ipod icon, the folder freezes for about 5-10 minutes then goes back to normal and tells me it can;t be accessed and needs to be reformatted. It will randomly show in iTunes but it will tell me that it needs to be restored to factory settings, which iTunes will not do for me.
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After you have finished, you can re download your iTunes purchases without having to re purchase.
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" Download Previous Purchases. Download your past music purchases again at no additional cost. Your purchases are available in the iTunes Store on your Mac or in the iTunes app on your iPhone, iPad, or iPod touch. Previous purchases may be unavailable if they are no longer on the iTunes Store."
"Available on iTunes in the U.S. and Canada only. Title availability is subject to change."
From here. http://www.apple.com/itunes/

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I had this exact same problem when I updated to iOS 7 , so I contacted iBooks there information to me was to completely reboot my iPad and iPhone 5s , and then when it's rebooted ( sorry delete the app before rebooting , my mistake ) after it's rebooted download app again , and ask for previous purchases to be restored , was done in seconds , and I lost 7 books , all on my devices now , if I don't read for a while they just automatically get put into the cloud , and just download to read , hope this helps . And please delete app before rebooting , john.

I purchased 2 books for my iPad and they downloaded successfully. They show up in iTunes when my iPad is connected to my Mac but do not show up on the Mac. Is this a synch issue? When I click the Synch box I am warned that downloads on my iPad will be

i purchased 2 books for my iPad and they downloaded successfully. They show up in iTunes when my iPad is connected to my Mac but do not show up on the Mac. Is this a synch issue? When I click the Synch box I am warned that downloads on my iPad will be erased. Is that true? My ultimate goad is to be able to read the books on my iPhone as well. Thanks.

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This is correct. It will not show in finder. It is not an external storage device.
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regards john

Hello hotsone,
You may need to download a lower resolution version of the movie in order for it to sync to your iPod.
iTunes: Sync purchased HD videos to iPod or iOS device
http://support.apple.com/kb/TS4223
Cheers,
Allen

Downloaded music but is not showing up on ipod

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