MolSynapsequestion bank
MolSynapse / Question bank / Hydrocarbons / Conjugated dienes and Diels-Alder reaction
JEE Main levelSingle correct optionDifficulty 2 of 3hc099

Buta-1,3-diene reacts with 1 mol of HBr at 40 C under thermodynamic control. The major product is

  1. A2-bromobut-2-ene
  2. B1,2-dibromobutane
  3. C1-bromobut-2-ene
  4. D3-bromobut-1-ene

Answer: C

Protonation at C-1 gives the allylic cation with charge shared by C-2 and C-4. At the higher temperature the more stable product, which has the more substituted (disubstituted) double bond, predominates. This is the 1,4-adduct , 1-bromobut-2-ene; the 1,2-adduct 3-bromobut-1-ene is the kinetic product.
Practice Hydrocarbons More on Conjugated dienes and Diels-Alder reaction

More questions on Conjugated dienes and Diels-Alder reaction