bakeit1

Ok, im having a lot of trouble with a lab I did. The lab was the hydroboration of 1-phenylcyclohexane. There are three outcomes of this reaction: 1-phenylcyclohexanol (Markov. addition), cis-2-phenylcyclohexanol (anti-markov. anti addition), or trans-2-phenylcyclohexanol (anti-markov. syn addition). Now, it's clear that the third outcome would be the major product. However, I was given an H-NMR of this compound and the questions asks how do I know, based on the H-NMR, that the third outcome is correct? What peaks or absense of such peaks can be used to determine this? The peaks on my NMR sheet are: a singlet on 0 PPM, a sextet between 3 and 4, and another singlet between 7 and 8. My teacher said the meat of this mystery lies with the sextet between 3-4. I am struggling and havn't a clue what to look for, please help. Thanks.

So other than in the presence of peroxide, is this the only time HBR would bond via AMA to an alkene in terms of stability? Thanks btw.

I forgot the alkene, but yah I believe peroxide was present.

Ok, however, on a test I just took there was a reaction with an alkene and HBR where the HBR did AMA which ALWAYs is MA. You had to explain why the AMA of HBR was more stable, how's this possible?

Hey all, i'm learning about alkene mechanisms and had a general question regarding AMA. Can something that usually only does MA have an exception and do AMA? If so, how, thanks.