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JEE Main levelSingle correct optionDifficulty 2 of 3o1190

Acid hydrolysis of acetamide with aqueous HCl goes essentially to completion because

  1. Athe carbonyl oxygen stays permanently protonated
  2. Bthe formed is converted to , which is not nucleophilic and cannot re-attack the acid
  3. Cthe carboxylic acid formed is decarboxylated
  4. Dthe amide is converted irreversibly to the nitrile

Answer: B

After the tetrahedral intermediate expels the amine fragment as , it is protonated at once to , which has no lone pair for the reverse reaction. This makes the overall hydrolysis effectively irreversible.
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