Which of the following alkyl bromides undergoes solvolysis in methanol without rearrangement?
A)(R)-2-bromo-3-ethylpentane
B)(S)-2-bromo-3-ethylpentane
C)(R)-3-bromo-2-methylpentane
D)(S)-3-bromo-2-methylpentane
E)3-bromo-3-ethylpentane

Question

Quizplus · Accepted Answer

E) 3-bromo-3-ethylpentane undergoes solvolysis without rearrangement because it forms a tertiary carbocation, which is already in the most stable form and does not need to rearrange for stability.

Which of the Following Alkyl Bromides Undergoes Solvolysis in Methanol