JIPMER2011ChemistryAmines
Amine that cannot be prepared by Gabriel phthalimide synthesis is
Options
- Aaniline
- Bbenzylamine
- Cmethylamine
- Diso-butylamine
Correct answer
A. aniline
Step-by-step solution
Only aliphatic primary amines can be prepared by Gabriel synthesis. Aniline cannot be prepared by this method because aryl halides ( C ₆ H ₅ Cl . or C ₆ H ₅ Br ) do not undergo nucleophilic substitution with potassium phthalimide under ordinary conditions to give N -phenyl phthalimide (i.e., cleavage of C - X bond in haloarenes is quite difficult).