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You probably need different cables for the different ipod. Go to www.apple.com and click on the support tab; after it loads put the article HT1453 into the search. It will pull up the apple article on this exact kind of issue. It has pictures to show the different kinds of cables needed for the TV OUT feature on ipods. I found it very helpful, hope you do as well. Cheers :)
iPod and iPhone: TV out support
Last Modified: January 02, 2009
Old Article: 300233
Connect the ipod to your computer and let it sit for about fifteen minutes. Then it should show up in your computer and under itunes. Usually, if your ipod dies completely, when you try to charge it using a wall or car charger, it will do that, just flashing the apple logo and going back off. Leaving it plugged up to the computer will allow the battery to charge just enough so that it can sync with itunes. While it is plugged into the computer and charging, it should say something like, battery very low, charging. It should work after letting it sit plugged up to the computer.
Try it on another computer and if it happens its the ipod.
Or try restalling itunes with the lates version (7.7.1)
If that doesnt work try using a different program for your ipod eg Jriver media center