Which of the following amine cannot be prepared by the Gabriel phthalimide synthesis method?

Which of the following amine cannot be prepared by the Gabriel phthalimide synthesis method?
  1. Ethylamine
  2. Benzylamine
  3. Phenylamine
  4. Propylamine

Solution

Gabriel phthalimide synthesis cannot be used for the preparation of aromatic primary amines because the $\mathrm{C}$ $\mathrm{X}$ bond in an aromatic halide (aryl halide) is stronger and thus difficult to break.

Asked in: AP EAMCET 2023 (19 May Shift 1)

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