This experiment describes the addition of HBr (in acetic acid) to a series of simple alkenes. NMR analysis of the products shows ionic addition with alkenes capable of forming tertiary carbocations, whereas other alkenes give anti-Markovnikov products. Preemptive destruction of peroxides allows the slow ionic addition to the latter alkenes.
A preparative scale synthesis of 1-bromohexane is also described.
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