That requires a young student who is really self-motivated to keep asking it to clarify things. Plenty of teachers, parents, and tutors are willing to keep trying new ways of explaining things to kids until they understand it. The kid giving up is way more common than the adult without someone pushing him to keep trying or coming back to it regularly. Obviously, not every child has someone in his life that cares enough to do that, but I can't see AI as anything other than a subpar substitute.
I guess the difference is that there is a social dynamic at play between a student and an instructor. The student may tire of some aspect of the relationship before they tire of learning the material.
For example, unless the instructor has some kind of Jedi master level self control they may begin to show frustration at being asked the same question repeatedly or with minor variations.
