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JEE Main levelSingle correct optionDifficulty 2 of 3g3190

On warming, 3-bromobut-1-ene and 1-bromobut-2-ene interconvert in a polar medium. The common species through which they interconvert is

  1. Aa free carbene
  2. Ba cyclic bromonium ion with no allylic delocalisation
  3. Cthe resonance-stabilised allylic cation (+ charge delocalised) formed by ionisation of
  4. Da localised carbanion formed by loss of

Answer: C

Ionisation of the bond in either adduct gives the same allylic cation, which recombines with at either terminus. This reversibility lets equilibrium (thermodynamic) control operate.
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