After updating iTunes to the latest version my iPod Classic won't let me delete any thing .

After updating to the latest version of iTunes, I can not delete anything that is on my iPod.
It will delete out of iTunes but remains in iPod.  Help!!

I suspect you have a 2G iPod. Those can only go to iOS 4.2.1.
Identifying iPod models
iPod touch (3rd generation)
iPod touch (3rd generation) features a 3.5-inch (diagonal) widescreen multi-touch display and 32 GB or 64 GB flash drive. You can browse the web with Safari and watch YouTube videos with Wi-Fi. You can also search, preview, and buy songs from the iTunes Wi-Fi Music Store on iPod touch.
The iPod touch (3rd generation) can be distinguished from iPod touch (2nd generation) by looking at the back of the device. In the text below the engraving, look for the model number. iPod touch (2nd generation) is model A1288, and iPod touch (3rd generation) is model A1318.

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