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JEE MainChemistryAmines

Consider the following sequence of reactions: CH₃CH₂CN H₂O₂, OH^- A Br₂, KOH B CHCl₃, KOH, C LiAlH₄ D The IUPAC name of the final product D is:

Options

  1. AN-Methylpropan-1-amine
  2. BN-Methylethanamine
  3. CPropan-1-amine
  4. DEthanamine

Correct answer

B. N-Methylethanamine

Step-by-step solution

The given starting material is propanenitrile ( CH₃CH₂CN ). Step 1: Partial hydrolysis of propanenitrile using H₂O₂ in an alkaline medium ( OH^- ) yields propanamide (A). CH₃CH₂CN H₂O₂, OH^- CH₃CH₂CONH₂ (A) Step 2: Propanamide undergoes Hoffmann bromamide degradation with Br₂ and KOH to form ethanamine (B), a primary amine with one less carbon atom. CH₃CH₂CONH₂ Br₂, KOH CH₃CH₂NH₂ (B) Step 3: Ethanamine reacts with CHCl₃ and KOH (Carbylamine reaction) to form ethyl isocyanide (C). CH₃CH₂NH₂ CHCl₃, KOH, CH₃CH₂NC (C)

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