The reaction between 2-methyl-2-pentanol and HBr to yield 2-bromo-2-methylpentane is probably: A)an S_N1-type reaction involving the protonated alcohol as the substrate. B)an S_N2-type reaction involving the protonated alcohol as the substrate. C)an E1-type reaction involving the protonated alcohol as the substrate. D)an E2-type reaction involving the protonated alcohol as the substrate. E)an epoxidation reaction.

Question

Quizplus · Accepted Answer

The reaction is likely an SN1 reaction because 2-methyl-2-pentanol is a tertiary alcohol, which favors the formation of a stable carbocation intermediate after protonation, leading to nucleophilic substitution by Br⁻.

The Reaction Between 2-Methyl-2-Pentanol and HBr to Yield 2-Bromo-2-Methylpentane Is