Ask the Doctor: Windows 7 vs. iTunes


I installed 64-bit Windows 7 Beta on my machine, and up until this point, I’ve loved every minute of it. When I did the clean install, I downloaded the latest 64-bit version of iTunes, and everything seemed to be just fine. My old iPod was on the fritz, and it wasn’t until yesterday that I finally got around to buying a new iPod Nano and trying to sync it. The problems just exploded from there.

It took me almost three hours to get the new Nano to sync to my library correctly. Finally, I was able to get my music on there, but only on a single sync. Now when I try to make any changes to my iPod through iTunes (e.g., add new album art, sync any podcasts, etc.), it says “syncing iPod” for about three minutes and then I get the error “the iPod ‘name’ cannot be synced. The required disk cannot be found.” Odd, since iTunes still sees the iPod in the devices section.

I have noticed that when I connect my iPod to the USB port, it says “syncing” and then immediately says “disconnecting.” Is this just something with Windows 7? Do I need to run a virtual Windows XP in order to get my iPod to work correctly? Thanks for any help, guys!

—Evan Shows

Briefly, it’s a Windows 7 problem. Apple iTunes tends to lag behind the curve on new versions of Windows; Vista support took a while, too. And Windows 7 is still in beta. That said, there are a few workarounds. You can try running iTunes within a virtual XP machine, as you suggested. Or check “enable disk use” when your iPod is connected to iTunes; this won’t fix your synching problem, but it will allow you to drag and drop music to your iPod. Other than that, there’s not much you can do but wait.

SUBMIT YOUR QUESTION Are flames shooting out of the back of your rig? First, grab a fire extinguisher and douse the flames. Once the pyrotechnic display has fizzled, email the doctor at for advice on how to solve your technological woes.

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