Exams › JEE Advanced › Chemistry
Tertiary and secondary carbocations readily participate in elimination reactions when treated with strong alkoxide bases, while aryl and vinyl halides resist nucleophilic substitution. Which of the following reactions is correct?
- Tert-butyl bromide reacts with sodium methoxide to form isobutylene.
- Sec-butyl bromide reacts with sodium methoxide to yield but-2-ene.
- Vinyl bromide reacts with sodium methoxide and shows no reaction.
- Aryl bromide reacts with sodium methoxide and shows no reaction.
Correct answer: Tert-butyl bromide reacts with sodium methoxide to form isobutylene.
Solution
Tert-butyl bromide reacts with sodium methoxide to form isobutylene through an elimination reaction, which is a characteristic of tertiary carbocations when treated with strong alkoxide bases.
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