Why does my iTunes hang every time when using automatic device detect?

Why does my iTunes hang every time that I connect either of my devices (iTouch-4th Gen, iPod Nano-5th Gen), to my Win 7 (64-bit) PC desktop? By the way, this does not happen if I open iTunes first, and then connect the device. So my workaround was to simply uncheck the checkbox that allows iTunes to start automatically upon device connection. This doesn't fix the problem, but it allows me to synch my device, but it would be nice to be able to have the autodetect work properly, so that iTunes would start normally without locking up on me and freezing. That's what I mean by 'hanging'. My whole computer doesn't freeze--only iTunes.

Hello E
Start with finding the path where the songs are on your PC by right clicking the songs that are missing in iTunes and click Get Info. You should get a window that pops up and in the Summary tab; the path will be there. Then navigate to where it was and see if the files exist. Other than that you can try to search your computer to find those files. Checkout the articles below for tips on finding the missing music, also if some of the tracks are downloaded from the iTunes Store you can download the tracks again by deleting the missing tracks from iTunes and then navigating to the purchases section in the iTunes Store to download them again.
iTunes: Finding lost media and downloads
http://support.apple.com/kb/TS1408
Download past purchases
http://support.apple.com/kb/HT2519
Regards,
-Norm G.

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