MolSynapsequestion bank
MolSynapse / Question bank / Hydrocarbons / Conjugated dienes and Diels-Alder reaction
JEE Main levelSingle correct optionDifficulty 2 of 3hc189

For the addition of to buta-1,3-diene, which statement is correct?

  1. AAt the 1,2-adduct predominates because its double bond is more substituted
  2. BAt the product ratio is decided by the relative stabilities of the two products
  3. CThe 1,4-adduct is thermodynamically more stable because its double bond is disubstituted (internal)
  4. DThe 1,2- and 1,4-adducts arise from two different carbocation intermediates

Answer: C

Both adducts arise from the same allylic cation. The 1,2-adduct forms faster (kinetic product, low temperature). The 1,4-adduct has an internal, more substituted double bond and is more stable, so it dominates when the reaction is reversible at higher temperature.
Practice Hydrocarbons More on Conjugated dienes and Diels-Alder reaction

More questions on Conjugated dienes and Diels-Alder reaction