It's been done in the past by several people, myself included, but it seems to be a request that is more likely to be denied by customer support these days. However, I'd do my best to explain your full intent on what you're looking to achieve (e.g. breaking accounts off of your main so that you can re-RaF a new set for the purpose of multiboxing) and they might be a bit more lenient. You will need another BNet account, even a throwaway, so that Blizzard can actually move them if they are nice enough to do so.
Again, mixed results. The actual answer is "no," but people, again, myself included, have had achievements and mounts slip through the cracks while moving things between BNet accounts.
I'm currently on Sargeras (Alliance) with a few others from this forum, and, personally, I'd never want to play on a low-pop server again. Medium? Maybe, but it'd have to be borderline medium-high. High-pop has a nice bustling auction house with plenty of PUGs to do whatever you need to do at almost any hour (speaking from a solo-play standpoint). World quests (including the world bosses now) are very populated with plenty of people to allow you to finish them in a matter of minutes.
However, with high populated servers come queues, but Sargeras hasn't had a queue more than a few hundred people and a < 20 minute wait time--this was when raids opened up last week. I would guess that Illidan may have a higher queue, at times, and Stormrage is a highly populated PvE realm with quite long queues in the last few weeks. So, that's always something to consider.
Well, there's <Multiboxer> on Sargeras Alliance, but it's far from active. I've been wanting to try to revitalize it with Legion, but for the past few weeks I've been sucked into other things and leveling my characters has been the last thing on my mind right now. Other than that, I don't know of any.
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