What files need to be backed up before I change my hard drive?

I want to upgrade my hard drive from 120gb to 250gb. I want to start with a fresh OS. Is there a file I can copy to let Itunes know this is the same computer so I dont have to start from scratch with all my devices? I had a virus in the past aand would rather not copy the drive completely, just essentials.

You do need to backup your entire hard drive, preferably in the form of a bootable clone, using either SuperDuper or CarbonCopyCloner.
If you really had a virus you made history!
No viruses that can attack OS X have so far been detected 'in the wild', i.e. in anything other than laboratory conditions.
It is possible, however, to pass on a Windows virus to another Windows user, for example through an email attachment. To prevent this all you need is the free anti-virus utility ClamXav, which you can download for Tiger from:
http://www.clamxav.com/download.php#tiger
and for Leopard, Snow Leopard and Lion from here:
http://www.clamxav.com/
The appearance of Trojans and other malware that can possibly infect a Mac seems to be growing, but is a completely different issue to viruses.
SecureMac has introduced a free Trojan Detection Tool for Mac OS X.  It's available here:
http://macscan.securemac.com/
Download, install and run those two applications before cloning your hard drive, and you will be quite safe!

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