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JEE Main levelSingle correct optionDifficulty 2 of 3co254

The acid shown is treated with and a little red phosphorus (Hell-Volhard-Zelinsky), followed by water. Which structure is the product?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: B

The drawn compound is butanoic acid. Red P gives the acyl bromide, whose enol brominates at the alpha carbon (C2); hydrolysis gives 2-bromobutanoic acid. Beta or gamma bromination is not observed and one equivalent of Br2 gives monobromination.
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