(a) Why would cyclohexane expand into cycloheptane? Cyclohexane is stable.
(b) Why would cyclopentane not ring expand into cyclohexane? In the process a tertiary carbocation would be formed just like with the methyl shift, but you would also get rid of ring strain.
(c) Why is there only one product? Wouldn't the double bond have hydrogen addition on both carbon sides leading to a potential cyclobutane to cyclohexane expansion?
(e) Once again like in (c), why is there only one product shown?
(f) Wouldn't there be two products once more?
POTENTIAL EXPLANATION: By examining more mechanisms in class, I have noted that potentially the methyl/alkyl shifts could be occurring in concert with the hydrobromination so perhaps that is the reason why.