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MolSynapse / Question bank / Aldehydes, Ketones and Carboxylic Acids / Aldol, Cannizzaro, Perkin, Claisen and related condensations
JEE Advanced levelSingle correct optionDifficulty 3 of 3co091

Propanone with gives P. P is warmed with a trace of iodine to give Q by loss of water. Q is treated with excess (haloform reaction) and then acidified. The organic acid obtained is

  1. A3-methylbut-2-enoic acid
  2. B3-hydroxy-3-methylbutanoic acid
  3. C3-methylbutanoic acid
  4. D2-methylbut-2-enoic acid

Answer: A

P is 4-hydroxy-4-methylpentan-2-one (diacetone alcohol) and Q is , 4-methylpent-3-en-2-one. The haloform reaction converts the methyl ketone into and gives . Acidification gives , 3-methylbut-2-enoic acid.
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