Preparation Of Amines
Gabriel phthalimide synthesis is not suitable for preparing:
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About This Question
- Subject
- chemistry
- Chapter
- organic compounds containing nitrogen
- Topic
- preparation of amines
- Difficulty
- Medium
- Year
- 2025
Solution
Correct Answer:
Aniline
Gabriel synthesis proceeds through nucleophilic substitution of alkyl halides by potassium phthalimide and is effective for primary aliphatic amines. Aryl halides such as chlorobenzene do not undergo this SN2 pathway due to partial double bond character of the C-X bond and sp2 carbon, so aromatic amines like aniline are not formed by this route. Ethylamine, n-propylamine, and benzylamine can be prepared because their corresponding halides are suitable substrates.
This medium difficulty chemistry question is from the chapter organic compounds containing nitrogen, covering the topic of preparation of amines. It appeared in the 2025 exam.
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