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JEE Advanced levelSingle correct optionDifficulty 3 of 3co130

Compound A, , gives a yellow precipitate with / and does not reduce Tollens reagent. Clemmensen reduction of A gives straight-chain pentane. A is treated with excess and then acidified to give acid B. B is

  1. Apropanoic acid
  2. Bpentanoic acid
  3. C2-methylpropanoic acid
  4. Dbutanoic acid

Answer: D

Iodoform positive and Tollens negative means a methyl ketone. Clemmensen reduction to unbranched pentane fixes A as pentan-2-one, . The haloform reaction gives , so B is butanoic acid.
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