Disconnecting an iPod that is stuck during synch

How can I interrupt synchronization of an iPod on a Mac so I can safely disconnect it? Eject does not work, either in iTunes or dragging iPod on desktop to the trashcan. The synchronization is stuck in an infinite loop - I presume having problems writing a song to the iPod. I have tried several work-arounds, most with no success: detaching the iPod anyway (corrupts the iPod content, requires full restore and start-over), shutting down iTunes (didn't shut-down by itself, nor did Force Quit work), shutting down computer (hard power-down left MacBook in odd state on start up - didn't get to a functioning desktop - left MacBook overnight, then it started OK next morning).
I've now tried synchronizing manually, in batches, by creating playlists of groups of songs. This seems to work up to a point, then I hit a bad point again where the same problem recurs. It has occurred now three times, while synchronizing different songs.
Any idea?
Background - I have an iPod (40GB, color display model) that I am having problems synching with my new MacBook. This iPod was previously synched with a Windows PC. I successfully transferred my music files and (most) playlists to iTunes on the MacBook, then restored the iPod to factory secttings and then configured as a Mac-based device. The problem first arose when I attempted to synch all my iTunes content, after having synched about 20% of the content to the iPod.

My Nano 2G was frozen once during a sync. All I did was reset the iPod (Menu + Center buttons), unplugged the iPod, and replugged it. But whatever you do, don't just unplug it, as it might mess up the iPod.
Another thing you could do is turn off your computer, unplug the iPod, turn the computer on, and replug the iPod.

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