Question Detail

CHM 102 Fundamentals of Amines: Nomenclature, Isomerism, and Synthesis Objective Question

Question

In the Gabriel synthesis, which reagent is used to alkylate phthalimide?
Options
A Alkyl halide
Correct Answer
B Alcohol
C Aldehyde
D Carboxylic acid
Correct Answer

Option A is the correct answer.

Detailed Explanation

Phthalimide is first deprotonated to form the phthalimide anion, which then undergoes SN2 reaction with an alkyl halide to form N-alkylphthalimide, then hydrolyzed to the primary amine.

Hint

Nucleophilic substitution on alkyl halide.

Question Info