Yes, you can do as described in your "Question 1". It's actually not that difficult if you look at it this way:
Build a good 2-channel system for music, then add HT functionality. So, for the 2-channel system, set up the Rotel CD player connected to Rotel pre-amp connected to Rotel Amp. Connect your front L&R main speakers to the Rotel amp. OK, you now have a good 2 channel music system.
Now, add HT. Connect the L&R front main pre-outs from the Yammy receiver to an unused input on the Rotel pre-amp. Connect the Tosh DVD player to the Yammy receiver via a digital cable. Connect the center, surrounds and sub woofer to the Yammy receiver.
You will now need to calibrate the multi-channel outputs again as you now have different amplifiers driving your front L&R speakers. As stated in an earlier reply, select the correct input on the Rotel that corresponds to the inputs from the Yammy receiver. Set the volume control on the Rotel to a pre-defined position like "top dead center". Run the calibration signals on the HT receiver and set the output level of the speakers to the correct and equal volumes for each speaker.
When you want to listen to 2-channel music, simply turn on the Rotel pieces and enjoy. For HT, select the appropriate input on the Rotel, set volume to top dead center, turn on receiver, pop in a DVD and enjoy.
If you look at the Rotel system as a free standing 2-channel music system, it makes sense. Also, if you look at the HT system as a typical HT system, but with an add on "power amp" driving the mains, it still makes sense. The only consideration is the volume control. If you always have the volume control on the Rotel pre-amp set to top dead center whenever doing anything with the HT system, it will work just fine.
Enjoy,
TIC