Dinosaur, sorry for taking this off track, on the bright side it hasn't yet decended into another 'global warming exists, not it doesn't, yes it does but it isn't linked to fossil fuel use...' debates.
Can we generate enough electricity to add the transportation power needs to the other demands on the electric grid?
Yes, I'm sure the US could build lots of coal power stations if it wanted.
Now as to all the implied questions: Can we generate it 'cleanly', well it will depend on your definition of clean but I think there are big hurdles. Can we distribute it, probably not without significant upgrades to current distribution system but I'm no expert. Will environmentalist & nimbys etc allow all the power plants to be built, probably not. Will anyone want to spend all that money in anywhere near the short term, I doubt it.
Would Americans be willing to accept the electric car that could be brought to market? (e.g. How much would an electric car cost that would compare to a midsized American car?)
In the short or probably medium term I doubt the American public will accept likely offerings on a large scale. America more so than where I used to live is addicted not just to the car but to large cars (& trucks). Even of those who would be willing to drive smaller vehicles many of them seem scared to because they think they'll be run off the road by all the trucks & SUVs. If you want to get an idea of cost take a look at Tesla. OK at the moment they only have the sports care but I believe they're working on sedan.
I think in the shorter term plug in hybrids will be more attractive than battery power alone. You still get to regenerate energy (not sure that makes sense as written, I mean capture energy othewise lost in breaking) and potentially make short/slow journeys on electricity alone. The total electrical demand will be less and may fit in better with off peak charging (as you can always travel on the IC even if the power company wont let you charge the vehicle due to demand). I'd be interested how series rather than parallel hybrids compare once you have the plug in element.
I propose we all buy old British Milk floats, stick a pallet of batteries & diesal generator on the back & see what happens!
KENAT, probably the least qualified checker you'll ever meet...