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JEE Main levelSingle correct optionDifficulty 2 of 3o1252

All the derivatives shown are derived from the carboxylic acid shown. Which derivative is hydrolysed fastest by cold water?

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

Answer: A

The rate of nucleophilic acyl substitution follows the leaving group ability: carboxylate alkoxide amide ion. Ethanoyl chloride therefore hydrolyses fastest, then the anhydride, then the ester, while ethanamide is hydrolysed only on prolonged heating with acid or base.
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