Songs can't be found on computer or hard drive - disappeared overnight.

I synced my iPod yesterday. Today some songs - that synced successfully yesterday - are now no longer 'able to be found' on my computer's iTunes. I have just subscribed to iTunes Match. Any suggestions? A large number of songs have just... disappeared. Not happy.
Last week I transferred all of my music to an external hard drive. I thought that this could be the problem, but since then I have synced my iPod and there were no error messages and the currently missing songs still live on my iPod. I've searched my computer, as well as my external hard drive, with no sign of the files.
It's quite a few songs, and I am traveling and so no longer have the original CDs that they came from.
Have they simply disappeared to iTunes song heaven?
Thanks!

Did you recently erase and/or reinstall the OS?
And, some details are needed: model/year Mac, Mac OS version running now and which version originally).

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OR go to the iTunes menu-->Store-->Update iTunes Match.
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Songs can't be found on computer or hard drive - disappeared overnight.

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