Restart Ipod without sync? Please help!

Question

Last week, I had a crash on my ibook, so I had to restart the operating system and the programs. This means that the itunes library is now empty, as well as iphoto. My ipod (5th gen) is full of music, spoken books and photos. I am very afraid to connect himnow to itunes, then I think there were will be automaticaly a sync and I will lose everything.

Answer 1

You can use a keyboard command to prevent your iPod auto-syncing with iTunes. While connecting the iPod to the computer on a Mac hold down the Option and Command (⌥ and ⌘ Apple) keys. This will stop the iPod from auto-syncing with iTunes and it will appear in the source list. Wait until you are sure the iPod has mounted, and that it will not auto sync and then you can let the keys go. This may take between 20 to 30 seconds depending on your computer. Your iPod should appear in the iTunes source list from where you can change the update setting to manual and use your iPod without the risk of accidentally erasing it. Check the "manually manage music and videos" box in Summary then press the Apply button:
Managing content manually on iPod
iTunes Keyboard Shortcuts for OSX
Once you are safely connected there are a few things you can do to restore your iTunes from the iPod. If you have any iTMS purchases the transfer of purchased content from the iPod to authorised computers has been introduced with iTunes 7. A paragraph on it has been added to this article: Transfer iTunes Store purchases using iPod
The transfer of non iTMS content such as songs imported from CD is designed by default to be one way from iTunes to iPod. However there's a manual method of copying songs from your iPod to your Mac. The procedure is a bit involved but if you're interested it's available at this link: Two-way Street: Moving Music Off the iPod
If you prefer something more automated there are a number of third party utilities that you can use to retrieve music files and playlists from your iPod, this is just a selection. I use Senuti but have a look at the web pages and documentation for the others too, you'll find that they have varying degrees of functionality and some will transfer movies, videos, photos and games as well. You can also read reviews of some of them here: Wired News - Rescue Your Stranded Tunes
Senuti Mac Only
iPodRip Mac Only
PodWorks Mac Only
PodView Mac Only
iPodAccess Mac & Windows
YamiPod Mac & Windows
PodUtil Mac & Windows
iPodCopy Mac & Windows
Keep your iPod in manual mode until you have reloaded your iTunes and you are happy with your playlists etc then it will be safe to return it auto-sync again.