Question Detail
Question
Which of the following halides is least reactive in an E2 reaction with sodium methoxide?
Correct Answer
Option A is the correct answer.
Detailed Explanation
(CH3)3CCH2I (neopentyl iodide) is least reactive in E2 because the beta-hydrogens are on a neopentyl-like carbon, making it sterically hindered for the anti-periplanar elimination. Also, the beta-carbon is primary, leading to a less substituted alkene.
Hint
Which halide is sterically hindered and forms a less substituted alkene?