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JEE Advanced levelSingle correct optionDifficulty 3 of 3nc178

Which reagent sequence converts into propan-1-amine, ?

  1. A, then followed by water
  2. Ba large excess of alcoholic
  3. Cpotassium phthalimide, then aqueous / heat
  4. D, then followed by water

Answer: A

One carbon must be added. KCN gives (C-attack), and LiAlH4 reduces it to . AgCN is covalent and gives the isocyanide , whose reduction gives the secondary amine . Gabriel synthesis and ammonolysis give ethylamine (no carbon added).
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