Question:

Which one of the following can be prepared by Gabriel phthalimide synthesis?

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Gabriel synthesis → only primary aliphatic amines.
Updated On: May 2, 2026
  • Aniline
  • o-Toluidine
  • Benzylamine
  • N-Methylethanamine
  • 4-Bromoaniline
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The Correct Option is C

Solution and Explanation

Concept: Gabriel phthalimide synthesis
---

Step 1: Reaction idea

Gabriel synthesis prepares:
• Only primary aliphatic amines ---

Step 2: Important restriction


• Does NOT work for aromatic amines
• Does NOT give secondary/tertiary amines ---

Step 3: Analyze options


• Aniline → aromatic ❌
• o-Toluidine → aromatic ❌
• Benzylamine → primary aliphatic (side-chain) ✅
• N-Methylethanamine → secondary ❌
• 4-Bromoaniline → aromatic ❌ --- Final Answer: \[ \boxed{\text{Benzylamine}} \]
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