I think it would. He's confused about his course of action right now. But after Hashi's explanation, it probably won't work anymore (he'd have decided what to do by then)
I think he would break out but I'm not really sure......I'm just thinking cause of EMS.......but the thing is to get out of it, you gotta face your true end which was entirely made to counter-act Iznagi
No... Sasuke wouldn't be doing what he does unless he was certain about himself and his actions.
Though.... It looks to be he's questioning his resolve, so I don't know.
But he clearly knows he's, and walks the path of, an avenger.
I don't like Sasuke, but I don't think Genjutstu is very effective against him. But it might, and he might come out like: Geez, what hatred. That sucked big time... sorry everybody...