Drag and Drop from inside iTunes to external drive won't work

Hello all, I have a huge library of nearly 6000 cds on my computer, all in itunes. I have lots backed up on DL dvds, but i bought a 1tb drive to back up the rest. So i am selectively dragging and dropping the songs in big chunks to a backup folder i have made on my external drive but it just does not work!
It works some of the time, but if it has a problem with even one of the songs it does not copy any of them, so i have to go thru and manually drag each cd until i find the one that it refuses to copy (which it refuses to copy for no descernable reason) and this will take forever with 5600 cds. any suggestions as to why it is doing this??
Thanks so much!
Tim

That is a good suggestion, and it would be simpler, but the problem is, I ahve over 1tb of music and movies combined, but i want them all backed up, so some of my music is backed up to data-dvd's and the rest needs to be selectively moved to the harddrive...is it because some of the song titles may be the same name? folders may not allow that?

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