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JEE Advanced levelSingle correct optionDifficulty 3 of 3o4231

The amine shown is exhaustively methylated with excess , treated with moist and then heated. How many moles of are consumed per mole of the amine, and what is the major alkene?

  1. A3 mol; trans-but-2-ene
  2. B1 mol; trans-but-2-ene
  3. C3 mol; but-1-ene
  4. D2 mol; but-1-ene

Answer: C

The amine is butan-2-amine, a primary amine with two N-H bonds that become N-CH3 groups, and the resulting tertiary amine is quaternised by a third equivalent, giving the trimethylammonium iodide (3 mol). Hofmann elimination of the hydroxide then removes the more accessible hydrogen from the methyl group, giving but-1-ene as the major alkene.
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