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JEE Advanced levelSingle correct optionDifficulty 3 of 3ro159

Ethyl 3-cyanopropanoate, , is heated with excess aqueous NaOH until no more ammonia is evolved, and the cooled mixture is then acidified with excess dilute . The organic product is

  1. A4-ethoxy-4-oxobutanamide
  2. Bbutanedioic acid
  3. Cethyl hydrogen butanedioate
  4. D4-aminobutanoic acid

Answer: B

Hot alkali hydrolyses the ester to carboxylate (releasing ethanol) and the nitrile to carboxylate (releasing ). Acidification protonates both carboxylates, giving , butanedioic (succinic) acid. No amine group is present in the product.
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