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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ro163

Which of the following hydrolysis outcomes are correct?

  1. A with hot aqueous NaOH, then , gives propanoic acid.
  2. BChlorobenzene with aqueous NaOH at room temperature gives phenol.
  3. C with hot aqueous NaOH, then , gives ethanoic acid.
  4. D with aqueous NaOH, heat, gives benzaldehyde.

Answer: A, C, D

Nitriles hydrolyse to carboxylic acids, so (A) is right. Aryl halides do not undergo substitution under mild conditions, so (B) is wrong. Three Cl on one carbon give an unstable triol that loses water to the acid (C), and two Cl on one carbon give a gem-diol that loses water to the aldehyde (D).
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