Ipod won't sync to music files on external harddrive

I have too many music files to keep on my computer, so I 've got them on an external (E) drive. Itunes has no problem with that. I have my Library file on the computer (C drive) and the music files on the E drive. When I want to use Itunes to play a song from the E drive, I just click on the library listing in Itunes on the C drive and it finds the song and plays it no problem. However, my Ipod can't seem to find the files on the E drive to sync to them or download them.

Have you connected any new USB devices recently? Has the drive letter of the external drive been changed? Have you checked the external drive for errors? Does the problem persist if you power off the computer, then restart with the iPod & your external drive as the only USB devices?
tt2

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IPod won't sync all music to iTunes

I recently got a new Macbook Pro and needed to transfer over all of my music on iTunes from my old laptop. My iPod Touch has enough space to hold my entire iTunes library, so I synced it with the iTunes library on my old laptop, got everything onto it, and then synced it with my new Macbook Pro.
However, the iTunes on my Mac refuses to sync any music from my iPod that was not purchased from the iTunes store at some point. 75% of my music is from CDs and so 75% of my music will not transfer from my iPod to my iTunes.
I can't adjust anything on the tab on iTunes for syncing all music/entire library because I get a message saying if I do this all of the content on my iPod will be erased and replaced with what is currently in iTunes, which is barely anything.
All I've ever done is fought with iTunes every single time I try to do anything significant with it and I'm sick of it. I don't understand why iTunes won't simply take all the music from my iPod and put it into the library. That's all I want.
Please, can anyone help me with this?

OK after a long night I think I have answered my own question. I hope this helps others who may have experienced the same level of frustration I have.
If your music won't download from iTunes to your iPod because it is not 'authorised' see if this helps.
Go to the album or song that is not 'authorising'. Select it and push play. It should ask you for authorisation or a username and password. Put in your username and password, it should then go to iTunes store and it will now be authorised.
Be careful not to make the same mistake that I made and have multiple iTunes Store accounts. Mainly because I think it creates these problems on transfer of your library and secondly because you may not remember the password. If you forget the password, then simply get iTunes store to resend it. The only problem may be if your email account no longer exists. Mine does, so not sure what happens if it doesn't.
This in itself may not fix the problem either. I noticed on the left hand side of the music library, met to the song names etc, the '!" symbol in the column. This will also prevent it copying to your iPod. I am not technical, but it seems it lost the file path in transfer. Just double click the song and it will ask you if you want to find the path. Click yes and then search through iTunes library until you find the song. Double click the song and bingo you should now be able to transfer the music.
It took less time for me to finish by Business Degree, but its the only way I found to get around all the authorisation problems
Hope this helps

IPod won't sync, neither music nor update

Hey all,
So i've got a 32GB iPod Touch 4g running 4.3.5 (8L1). Every time I try to update it on my computer, it won't work (laptop running OS X Lion and iTunes 10.5); It constantly tells me that my iPod is ineligible for the selected build. Additionally, every time I hit the sync button in iTunes while my iPod is connected, it doesn't sync music; there is the loading screen saying that it is determining the tracks to sync, but never actually syncs anything. Any help on this would be very much appreciated; I've tried many things, including:
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This device is not eligible for the requested build: Also sometimes displayed as an "error 3194." If you receive this alert, update to the latest version of iTunes. Third-party security software or router security settings can also cause this issue. To resolve this, follow Troubleshooting security software issues.
Downgrading to a previous version of iOS is not supported. If you have installed software to performunauthorized modifications to your iOS device, that software may have redirected connections to the update server (gs.apple.com) within the Hosts file. First you must uninstall the unauthorized modification software from the computer, then edit out the "gs.apple.com" redirect from the hosts file, and then restart the computer for the host file changes to take affect. For steps to edit the Hosts file and allow iTunes to communicate with the update server, see iTunes: Troubleshooting iTunes Store on your computer, iPhone, iPad, or iPod—follow steps under the heading Blocked by configuration (Mac OS X / Windows) > Rebuild network information > The hosts file may also be blocking the iTunes Store. If you do not uninstall the unauthorized modification software prior to editing the hosts file, that software may automatically modify the hosts file again on restart. Also, using an older or modified .ipsw file can cause this issue. Try moving the current .ipsw file, or try restoring in a new user to ensure that iTunes downloads a new .ipsw.
Above from:
http://support.apple.com/kb/TS3694

IPod won't sync my music

Hi there. I'm not exactly technically savy, and I've hit a wall as far as critically thinking is concerned with this issue. So, I cannot figure out what's wrong with my iPod.
I have a 5th Generation iPod and I'm having some problems uploading music. Earlier today, when I plugged in my iPod I realized that some music that I'd formerly purchased at the iTunes store was still on my iPod; I have since purchased the cd, erased the iTunes files from my computer, and downloaded the music from the cd.
An alert popped up saying something to the effect of: "You have purchased music on iPod that have been erased from computer; do you want to download them?" I quickly said yes because I forgot about this music. Then, I uploaded all of the checked items in my iTunes music library, including several playlists. It took a little tinkering (unchecking music that I didn't want to listen to), but I pared down my song selection and crammed the iPod practically to maximum capacity.
Later today, I realized that my iPod now had duplicate copies of the same album, so I tried to delete the purchased music from iTunes, and then update my iPod. But now it won't download that same amount of music??? I've reset, reinstalled, and restored my iPod, but I keep getting notices that it won't hold that same amount of music that it held earlier today.
What might I be leaving out of this process? Is there any way of telling how much I've gone over so I can cut out the appropriate amount of music?
Thanks for any support you guys can give.
David
5th Generation, 60 GB Windows XP

Drag the folder with the music into the open iTunes application window.
(48009)

Ipod won't sync purchased music from itunes - what do I do?

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Play one of the purchased songs in iTunes to authorize your computer.

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Hello,
I have been trying to sync my Ipod with Itunes and I keep getting an error message that says basically it can't sync because the files or directory has become corrupted and unreadable.
Searching other sites I see some mention of this issue for others, and suggestions that the issue is likely due to files being "locked" in the directory and once "unlocked" the problem goes away.
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Have you connected any new USB devices recently? Has the drive letter of the external drive been changed? Have you checked the external drive for errors? Does the problem persist if you power off the computer, then restart with the iPod & your external drive as the only USB devices?
tt2

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Are you actually syncing the music to the iPod, or manually managing the music?
Where did you get them - download, ripped from CD using itunes?

Ipod won't sync to music files on external harddrive

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