Question: Amine that cannot be prepared by Gabriel–phthalimide synthesis is....

Question

Amine that cannot be prepared by Gabriel–phthalimide synthesis is.

Answer 1

Solution

: only pure $1º$ amines can be prepared by Gabriel synthesis. aniline can not be prepared by this method because aryl halides $(C_{6}H_{5}Cl)$ or $(C_{6}H_{5}Br)$ do not undergo nucleophilic substitution (ie., cleavage of C-X bond in haloarene is quite difficult) with potassium phthalimide under ordinary condition to given N-phenyl phthalimide.