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JEE Advanced levelSingle correct optionDifficulty 3 of 3hx032

Bromoethane is warmed with to give a compound P. P is then boiled with dilute aqueous acid. The organic products are

  1. Apropanamide only
  2. Bpropanoic acid and ammonia (as its salt)
  3. Cethanol and hydrogen cyanide
  4. Dethanamine (as its salt) and methanoic acid

Answer: D

gives the isocyanide P, . Acidic hydrolysis of an isocyanide cleaves the carbon as methanoic acid and leaves the alkyl group on nitrogen: . The nitrile (from ) would give propanoic acid instead.
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