I have only skimmed the thread, sorry. (Am just taking a break from marking my students' essays, so can't stay long... but you know I'm a sucker for threads with the word 'pedant' in the title!)
I feel that (1) is, as others have said, primarily a pronunciation issue, so it wouldn't bother me unduly.
The inarticulate way in which the sentence is expressed might bother me a bit, and in particular the 'somefing to do with history', just because I'd hope that final-year students would be able to come up with something a bit more specific than that.
At first glance (2) would bother me more, because it is fundamentally ungrammatical. In writing, I'd say that it is downright 'wrong'. However, I completely take the point that it is an acceptable dialect form. It wouldn't make me cringe if I heard it, say, on Eastenders or in the street. In speech, choosing to use this form or not would be a question of register. When I first read this, I did feel that it is probably not an appropriate register for a seminar at university. If the student was using it in a presentation, for example, I'd probably feel that s/he should try to adopt a more 'formal' register. However, if it's part of a relaxed discussion then I wouldn't have a problem with the student speaking her/his 'normal' language.
I'd hope that, if s/he does on to be a teacher, s/he would try to use standard English (not RP, but an English which conforms to the grammatical rules normally expected in writing) in the classroom, as a way of setting an example to her/his students. If these students are likely to get Firsts, they are clearly able to write coherently and to distinguish between registers. (At least, I should bloody well hope so!)