Will iTunes 10 & iTunes 11 work together? If not, how do I combine 2 libraries with the same account?

My 2005 iMac (which can't be updated to Snow Leopard or Mountain Lion and so is stuck with iTunes 10) has thousands of my songs, over 80GB of music mostly from CDs and other uploads/downloads.  In 2008 we got an iMac for the family room; somehow although we have the same iTunes account for that computer, we started fresh with no tracks, and built up its own library for family use.  Now we've bought two iPhones which aren't recognized by the '08 iTunes/Mac OS, so I want to upgrade the '08 iMac (the only one I can) and I have the Snow Leopard software to do so.
But I'm concerned that once the two computers have different versions of iTunes, I will lose the ability to home-share the music library from the '05 iMac on the '08 iMac, and because of that I won't be able to store any of my older Mac's tracks on the iCloud or access them on my iPhone.  (Of course I don't want to have to pay for 80GB+ on the cloud!)
Has anyone got two versions of iTunes on two computers with the same account and are you able to home-share together and access tracks on your iPhones from an older version?
What do Apple users recommend?  I'm thinking my best bet might be to combine the two libraries, which as I said are on the same account, but I don't know how to go about doing this.  How much time would it take with 80GB?  (I could probably do without 15% or 20% of those tracks, but it's still a lot, I don't know if it's instantaneous or if it uploads each track one at a time, I can imagine that taking two days.)
The older Mac's tracks, the 80GB, are the ones I really want, it took years to collect and upload all that, finding photos for some of the more esoteric albums/songs, etc.  The newer Mac only has 2.5GB in its iTunes and I guess it wouldn't be the worst thing if I had to reload those, if the 80GB library had to wipe out the 2.5GB one.
Thanks so much to anyone who can help me!  If I can start this tonight and have it run overnight (if necessary) that'd be great, otherwise I'm hoping I can get this done Sunday.  By the way, technologically, I have the '05 iMac hooked up to a 1st Gen Time Capsule and the '08 iMac getting WiFi from that.

Thank you for replying.  Both of the accounts are Admin accounts.  The Libraries are kept in the user/music/itunes/itunes media folder on each account.  However, I do use multiple iTunes Libraries on my Account1.  One of the Libraries I use in Account1 is on a separate internal HD.  However, the other Libraries I use in Account1 are stored in user/music/itunes/itunes media folder on the main HD (which hosts both Account1 and Account2).  It doesn't seem to matter whether I am using an iTunes Library on an external drive or the main drive in Account1, I still get the same problem: only account1 library will load.  AppleTV sees that the Account2 Library is there, but it won't load it.

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