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JEE Main levelSingle correct optionDifficulty 2 of 3co182

Propanoyl chloride is treated with sodium azide to form propanoyl azide, which is then heated in an inert solvent and the product is boiled with water. The final organic product is

  1. Apropan-1-amine,
  2. Bethanol
  3. Cethanamine,
  4. Dpropanamide,

Answer: C

Curtius rearrangement: the acyl azide loses to give the isocyanate , with the ethyl group migrating to nitrogen. Water adds to give a carbamic acid, which loses to give the amine , one carbon fewer than the acyl chloride.
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