What does iTunes match do to my indexing scheme for classical music?

Over the years I developed a fair-sized collection of classical music CDs. It took time to decide on a scheme to pigeon-hole them into iTunes, but I did a fair job of putting them in by genre (Medieval, Renaissance, Baroque, Classical, etc.).
Then I standardized the composer names. The problem was that the online CD library was not consistent. Sometimes Mendelssohn was entered as F. Mendelssohn, other times as Mendelssohn, Felix, etc.
Additional problems arise when you want to find all piano concertos in a minor key or symphonies that are scored for triple winds.
Anyone still reading is probably a musician and may understand these idiosyncrasies of classical music taxonomy. What happens when there are alternate endings or even movements (e.g., Mahler)? What happens when there are different orchestrators of the same piece (e.g., Pictures at an Exhibition)? What happens when you have multiple recordings of the same piece either played by different artists or the same artist at different times in his/her life (Gould)?
So, as much as I'm interested in iTunes Match, I'm concerned that it may not provide enough information about the music it finds and/or will screw up the index system I have created for my roughly 1000 CDs.
Can anyone shed some light on how iTunes Match works with classical music?
Thank you.

I'm wondering if anyone can give advice about how to move a classical CD library to iTunes match cloud storage starting from scratch -- that is to say, nothing is presently in iTunes or on computer yet.
And has anyone has tried Amazon cloud music for the same function, is it easier?
I have a few hundred CDs, 99% classical, and have never ripped or digitized them. So my library is entirely on the original CDs, and I dread spending hundreds of hours loading them one by one into a computer drive, copying them, and then having iTunes match try to upload and "match" it.
However, some of my CDs date to the 1980s and although they have no scratches (I care for them very gently) they seem to be corroding. So much for a lifetime of music.
I don't even have a CD/DVD on my Mac so I will have to buy a Superdrive -- or could I use a networked CD/DVD from an old Windows PC?
So, does anyone know if:
(1) can iTunes match recognize a CD as soon as its inserted, if it is indeed a match, save time? 
(2) If not, for those who have "ripped" to iTunes many classical CDs, what are some tips so that tracks are handled properly -- what format for lossless copying, how to ensure the different movements of a symphony are not shuffled, operas don't have weird pauses between tracks, etc.; and what format so that playback is as close to original quality as possible
(3) Are there any 3rd party programs that will save time so I don't have to type in all the info -- composer, orchestra, conductor, lead performer... I'd like all that in the library on the Mac but with me having to take as little time as possible to type it in. Any way to take a PDF of the liner note booklet and "link" the scan to the electronic version of the disc that's in the cloud iTunes match so I could keep the liner notes online too? Any 3rd party programs that can take the barcode from the back of the disc and match with an already-online copy of the liner notes so I don't have to spend hours scanning booklets?
(4) Any services where for a reasonable sum I can ship my CDs and have someone else take care of all this?
Would appreciate any pointers. Thanks!

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