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🧪 Chemistry  ·  Amines  ·  NEET & JEE

Gabriel phthalimide synthesis is used to prepare:

Answer: Primary aliphatic amines.

  • A Primary aliphatic amines
  • B Aromatic amines as generally observed
  • C Tertiary amines in typical laboratory settings
  • D Secondary amines under usual circumstances

Correct answer: A. Primary aliphatic amines

Explanation: Gabriel synthesis converts phthalimide to primary aliphatic amines via alkylation and hydrolysis.

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.

Read the full Amines notes →