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JEE Main levelSingle correct optionDifficulty 2 of 3co249

The keto-acid shown is heated with hydrazine and KOH in ethylene glycol (Wolff-Kishner), and the mixture is then acidified. Which structure is the product?

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

Answer: A

The drawn compound is 4-acetylbenzoic acid. Wolff-Kishner reduces only the ketone C=O to CH2; the carboxylate is untouched and is protonated on acidification, giving 4-ethylbenzoic acid. The COOH is not reduced by hydrazine/KOH, and the alcohol is not an intermediate.
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