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Question: Answered & Verified by Expert
Why can't aromatic primary amines be prepared by Gabriel synthesis?
ChemistryAminesNEET
Options:
  • A Aromatic compounds are unreactive.
  • B Aromatic compounds are too reactive.
  • C Aryl halides do not undergo nucleophilic substitution with the phthalimide anion.
  • D Aryl halides form stable complexes with phthalimide.
Solution:
1069 Upvotes Verified Answer
The correct answer is: Aryl halides do not undergo nucleophilic substitution with the phthalimide anion.
Aromatic primary amines cannot be prepared by Gabriel synthesis because aryl halides do not undergo nucleophilic substitution with the anion formed by phthalimide.

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