Can't update iPod, please help!!!

Normally when you click on "file" in iTunes, one option is "update iPod" but it is pale (can't select it). I can't update it so please reply if you can help!!
Also, yesterday it wouldn't let me disconnect/eject the iPod, and also every now and again a message saying something about a "corrupt file" comes up.
If you can help me with any of these things. PARTICULARLY the updating one then please reply ASAP!!
thanks!

http://manuals.info.apple.com/en/iPodUser_Guide(color_display).pdf
Try this link put. It has some good basic information on how to update your ipod. Try to manually update your ipod, the instructions for it are in there. When you are talking about the smart list i think you are refering to the smart playlist. What you can do is set a playlist that has different options that will automatically update the playlist. Say for instance everything that you rate as five stars you can make a playlist that will take all of the songs that have five stars and put it on that playlist without you having to do anything.
Now about the issue of the do not disconnect. I had the same issue with mine when I had first got my ipod. If you look in itunes at the very top in the little dropdown menus there will be one called preferences. Now with your ipod connected click on the ipod tab. There should be an option in there that will let you listen to music etc while it is charging on the computer. The default setting for when it is hooked up to a computer is to not play music or anything until it is unplugged.
I hope that will take care of your questions, if not let me know and i'll see what i can find for you and if it did work if you don't mind let me know.

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