Question:
Which of the following amine cannot be prepared by the Gabriel phthalimide synthesis method?
Which of the following amine cannot be prepared by the Gabriel phthalimide synthesis method?
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Gabriel synthesis is for primary amines via $ S_N2 $ on primary alkyl halides. Aryl halides do not work.
Updated On: May 9, 2025
- Ethylamine
- Benzylamine
- Phenylamine
- Propylamine
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The Correct Option is C
Solution and Explanation
Step 1: Understand Gabriel phthalimide synthesis.
Uses SN2 reaction of potassium phthalimide with primary alkyl halide.
Step 2: Consider the required halides for each amine.
Ethylamine: Ethyl halide (primary).
Benzylamine: Benzyl halide (primary).
Phenylamine (Aniline): Aryl halide (does not undergo SN2 readily).
Propylamine: Propyl halide (primary).
Step 3: Identify the amine requiring an unsuitable halide.
Phenylamine requires an aryl halide.
Step 4: Conclusion.
Phenylamine cannot be prepared by this method.
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