Which of the alcohols listed below would you expect to react most rapidly with HBr,assuming the reaction pathway is predominantly S_N1? A)CH₃CH₂CH₂CH₂CH₂CH₂OH B)(CH₃CH₂)₂CH₂CH₂OH C)(CH₃)₂CHCH₂CHOHCH₃ D)CH₃CH₂CH₂CH₂CH₂OH E)(CH₃CH₂)₂C(CH₃)OH

Question

Quizplus · Accepted Answer

Tertiary alcohols react more rapidly with HBr via an SN1 mechanism due to the stability of the resulting tertiary carbocation intermediate. Option E represents a tertiary alcohol, which is most likely to undergo a rapid reaction.

Which of the Alcohols Listed Below Would You Expect to React