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NEET levelSingle correct optionDifficulty 1 of 3nc001

The Gabriel phthalimide synthesis can be used to prepare which class of amines?

  1. APrimary aliphatic amines only
  2. BSecondary aliphatic amines
  3. CPrimary aromatic amines such as
  4. DTertiary aliphatic amines

Answer: A

In the Gabriel synthesis potassium phthalimide is alkylated by an alkyl halide in an step, and hydrolysis or hydrazinolysis then releases the free amine. The nitrogen carries only one alkyl group, so only primary aliphatic amines form. Aryl halides do not undergo with the phthalimide anion, so aniline cannot be made this way.
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