MolSynapsequestion bank
MolSynapse / Question bank / General Organic Chemistry III: Reaction Intermediates / Reaction energy profiles, kinetic vs thermodynamic control
NEET levelSingle correct optionDifficulty 1 of 3g3170

Buta-1,3-diene reacts with one equivalent of HBr at (kinetic control). The major product is

  1. A (2-bromobut-2-ene)
  2. B (3-bromobut-1-ene)
  3. C (1-bromobutane)
  4. D (1-bromobut-2-ene)

Answer: B

At low temperature the addition is irreversible and the faster 1,2-addition product dominates. Protonation at C-1 gives the allylic cation, and bromide attacks the secondary carbon fastest. The major product is 3-bromobut-1-ene.
Practice General Organic Chemistry III: Reaction Intermediates More on Reaction energy profiles, kinetic vs thermodynamic control

More questions on Reaction energy profiles, kinetic vs thermodynamic control