When (S)-3-bromopent-1-ene is heated in water, which of the following compounds is not produced?
A) (S)-pent-1-en-3-ol
B) (R)-pent-1-en-3-ol
C) pent-4-en-1-ol
D) (E)-pent-2-en-1-ol
E) (Z)-pent-2-en-1-ol

Question

Quizplus · Accepted Answer

When (S)-3-bromopent-1-ene is heated in water, a nucleophilic substitution reaction occurs, leading to the formation of pent-1-en-3-ol. The reaction can produce both (S)- and (R)-pent-1-en-3-ol due to the possibility of attack from either side of the planar carbocation intermediate, resulting in racemization. The reaction does not lead to the rearrangement of the carbon skeleton, so pent-4-en-1-ol is not produced. The double bond does not shift position, so (E)-pent-2-en-1-ol and (Z)-pent-2-en-1-ol are not relevant products.

When (S)-3-Bromopent-1-Ene Is Heated in Water, Which of the Following