Using two HArd disks

Hi Folks, my friend has an Ipod and uses Itunes. He has, an external hardisk, and his Lappy. he uses the external, for backup. where ALL his Itunes stuff is.
So he converted some cds into itunes format, via itunes, and it stuffed them into My Music <on c:>
I copied them to E: extrnal, changed itunes in menu->edit->preferances so itunes was looking at e:\My Music.
Now the thing "remmembers what was on C: but not on E:
How do we sync it? I do not have one of these gadgets. My friend is computer iliterate, so a really simple explanation as to how to do this would be nice, that i can email to him.
if anyone knows of a user guide, for this thing (itunes) that would be cool too. the latter is for me.

Time Machine does not do automatic backups when laptops are running on battery power although I believe you should be able to use Back Up Now by selecting it by control or right clicking the Time Machine icon in the dock. Apple hasn't said why they did things this way but I presume it is to allow the user more control over what tasks precious battery power is used for.

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