Which of the following amines cannot be prepared by Gabriel's phthalimide synthesis?

Step-by-step solution

Gabriel phthalimide synthesis involves the reaction of potassium phthalimide with an alkyl halide to form an N-alkyl phthalimide, which is subsequently hydrolyzed to yield a primary amine. The reaction proceeds via an S_N2 mechanism. Therefore, the alkyl halide used must be a primary or secondary alkyl halide. Tertiary alkyl halides undergo elimination reactions instead of substitution, and aryl halides do not undergo S_N2 reactions with the phthalimide anion. Analyzing the options: 1. 2-phenylethylamine is a prima