There's the original iPad, then the iPad 2, and now the "new" iPad. For some reason, they decided not to use the numbering system this time around. Though, if you have the retina display model, it's the new iPad you have, not the iPad 2.
After reading how you were stuck, I did some research and discovered that it's a common problem, even for people whose macs are only three or four years old. I'd been thinking that my next computer purchase might be heading toward Apple, but that puts me off a little (much to the delight of my IT Guy/husband).
Would something like Dropbox be an option for this? I've used it for documents and e-books, but haven't tried music.