Is the iPod Nano 3G still compatible with OS 10.8.x ?
Using exactly the same cables that successfully connect both an iPhone 3G and an iPad 2, syncing my elderly iPod Nano 3G fails miserably every time.
It is recognised as such upon plugging in, and even syncs on the basis of previously set preferences.
However, after a while, iTunes loses sight of the iPod because it issues a warning the iPod has gone missing. The iPod's icon on the desktop is greyed out - from black. After that, there's no way I can re-establish the connection or eject the greyed out icon - doing so sometimes freezes my entire Mac.
To change the preferences (to listen to some other music for a change) seems to provoke this behaviour , though I cannot be too sure. It may have more to do with time than with action. I'm reluctant to test this out too often, because of the computer crashes.
This has been the case since Leopard. Sigh.
Help is greatly appreciated!