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🧪 Chemistry  ·  Amines  ·  NEET & JEE

In Gabriel synthesis, which nitrogen compound is first alkylated and then hydrolysed?

Answer: Potassium phthalimide.

  • A Potassium phthalimide
  • B Acetamide as generally observed
  • C Benzamide in typical laboratory settings
  • D Urea under usual circumstances

Correct answer: A. Potassium phthalimide

Explanation: Gabriel synthesis uses potassium phthalimide as the nitrogen source; after alkylation, hydrazinolysis or acid hydrolysis gives the primary amine.

Why Aniline Is a Weaker Base Than MethylamineNCH₃lone pair fully availableMethylamineN donates electrons freely → STRONG baseNlone pair delocalised into ringAniline

In aniline, the nitrogen's lone pair is pulled into the benzene ring through resonance, leaving less electron density available to accept a proton - which is why aniline is a much weaker base than methylamine, where the lone pair is fully available.

Concept context

Nitrogen-containing organic compounds. Covers classification (primary, secondary, tertiary), basicity comparison, preparation methods, and reactions including diazotization and coupling, key for understanding dyes and pharmaceuticals.

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