I wouldn’t take the chance of losing your music. Here is how you can manually back-up all of your itunes music.
ITunes stores all of your songs in “hidden folders” on your computer. What I do is unhide these folders so that I can drag and drop them where ever I want. Here’s how you do it:
An iPod formatted for Windows uses a data-hiding scheme to hide the iPod_Control folder and the Music subfolders where the goodies are stored. Wonder why they do this -hmmm?
First you’ll have to tell your windows computer to display these Hidden Folders.
Select Start > Control Panel > Appearance and Theme > Folder Options to display the Folder Options dialog box. In this dialog, you can check the Show Hidden Files and Folders option to see all of the files and folders on your computer. Click OK.
Now, when you open your iPod in My Computer, you’ll see the elusive iPod_Control folder (it will be dimmed). Double-click this folder, then double-click the dimmed Music folder it contains. You’ll see a bunch of folders hiding in the shadows, with names such as F1, F2, F3, and so on. Double-click any of these folders to see their contents. You can copy these music files and burn them to a CD or drag and drop onto a Flash Drive.
Cheers!