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JEE Main levelSingle correct optionDifficulty 2 of 3g3183

Buta-1,3-diene adds HBr faster at C-1,C-2 than at C-1,C-4 at . The best explanation is that

  1. Ain the allylic cation more positive charge sits on the secondary C-2 and the bromide ion pair is close to it, so attack there has the lower barrier
  2. Bthe 1,2-adduct is thermodynamically more stable than the 1,4-adduct
  3. Cprotonation at C-2 gives a different, more stable cation that leads only to the 1,2-adduct
  4. Dbromide ion cannot reach C-4 at any temperature

Answer: A

Protonation at C-1 gives , in resonance with . The secondary terminus carries more positive charge and is nearer the counter-ion, so the 1,2-adduct forms faster (kinetic). The 1,4-adduct is the more stable one, not the faster one.
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