IPod Nano 5th Gen... Deleting Songs from iPod while connected to iTunes

Hello,
There are some songs on my iPod Nano that I want to delete from the iPod but still keep in Library...
When I connect my iPod to my Mac, all of the songs show up that are on my iPod but I am unable to click the song and delete it from my iPod.
All of the songs are not bold like when I look at them in my library.
I can't click on any of the songs... when I hold the control button and click my mouse the only thing that pops up is a menu that features:
Get Info
Reset Play Count
Reset Skip Count
Show in Playlist
Apply Sort Field
Can anyone help me????
Thank you very much!

If you want to delete songs from iTunes and keep them on the iPod you need to change the update option of your iPod to "manually manage music and videos" (this setting isn't available for 1st and 2nd generation iPod shuffles, you can't delete from iTunes and keep the songs on the these). The content of iTunes and the iPod are not syncronised in this mode so the two can be different, you can get details here:
Managing content manually on iPod and iPhone
iPod - Syncing Music
One major word of caution. If you delete songs or videos from your computer and have no back up other than the iPod you will risk losing them permanently if your iPod fails or you find you have to restore it to solve a problem. You should consider investing in an additional internal or external hard drive to store/back up your music. Alternatively at the very least back up anything you can't replace such as iTunes downloads to CD or DVD or an external drive:
How to back up your media in iTunes
Back up your iTunes library by copying to an external hard drive
Something else to be aware of when using an iPod Nano in manual mode is that the "Do Not Disconnect" message will remain on the display until you physically eject the device: Safely Disconnect IPod

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kernel[0]
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Cheers
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The questin that the computer asked you was "This iPod has been synced with another computer. Do you want to erase this iPod and sync with this computer." If you said yes then it deleted everything. The way to put it back on is.
1. Click on the iPod
2. Click Podcast on the top of the screen.
3. Check the box
4. Choose what Podcasts you want to have.
5. Click the sync button

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my ipod nano 5th gen is still making the clicking noise but won't play music and the screen is black what's wrong?!

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Message was edited by: michael08081

Nano 5th gen, not seen in windows or itunes, older ipod IS

OK my ipod is a Nano 5th Gen and the Mrs is 2nd gen, as soon as i plug her ipod into my win 7 pc it comes up fine in both explorer and itunes so my system is working fine i guess.
However when ever i plug my in nothing happen, not showing up in itunes or windows explorer or right clicking on my computer and selecting "Manage" right clicking "Disk Management" or "Device Manager" there is NO mention of Apple device, tried resetting it by turning lock on then off then menu/centre button, which did reset the ipod but still not showing up in either windows or ituens.
Just wondering what i'm missing her, I do have access to the mrs laptop with ituens on but of course it has her music on, **** while i was typing i got hers out plugged my ipod into her laptop and again nothing in itunes or explorer so i'm 99.9% the issue is with my Nano.
So is she dead and times to go and buy something new or does anyone have any suggestions for a fix?
All1

Try one or more of the following:
Restart your computer
Uninstall & Reinstall iTunes
Reset iPod (will not delete everything)
Check in My Computer (Windows XP) or Computer (Windows Vista & 7) and see if it shows
Restore iPod (will delete everything)
Make sure iTunes and iOS firmware is up to date
Extra Link:
iPod not recognized in 'My Computer' and in iTunes for Windows
Hope this helps.

IPod Nano 5th Gen... Deleting Songs from iPod while connected to iTunes

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