MHT CET202613 April 2026Evening ShiftChemistryAminesActual
Which of the following amines is not obtained by Gabriel phthalimide synthesis?
Options
- AAniline
- BBenzyl amine
- CMethyl amine
- DIsobutyl amine
Correct answer
A. Aniline
Step-by-step solution
Gabriel phthalimide synthesis is used for the preparation of primary aliphatic amines. In this reaction, potassium phthalimide is treated with an alkyl halide to form an N-alkyl phthalimide, which upon hydrolysis yields a primary amine. Aryl halides do not undergo nucleophilic substitution with the phthalimide anion because the carbon-halogen bond in aryl halides has partial double bond character due to resonance, making it difficult to break. Hence, primary aromatic amines such as aniline cannot be prepared by thi