COMEDK · Chemistry · 29. Amines
Which of the following amines cannot be prepared by Gabriel's phthalimide synthesis?
- A 2-phenylethylamine
- B n-propylamine
- C N-methylbenzylamine
- D Isobutyl amine
Answer & Solution
Correct Answer
(C) N-methylbenzylamine
Step-by-step Solution
Detailed explanation
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…
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