Acetylation
Easychemistry
Acetylation of aniline with acetic anhydride gives:
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Solution
Incorrect! Answer:
Acetanilide
Acetylation (Acylation) of aniline involves the replacement of one hydrogen atom of the −NH2 group with an acetyl group (−COCH3).
- Reagent: Acetic anhydride or Acetyl chloride.
- Product: Acetanilide (N-phenylethanamide).
- Significance: Aniline is highly reactive toward electrophilic substitution (like bromination), often resulting in tri-substitution. By converting −NH2 to −NHCOCH3, the electron-donating effect is 'toned down' due to resonance of the lone pair with the carbonyl oxygen. This allows for controlled mono-substitution.
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About This Question
- Subject
- chemistry
- Chapter
- organic compounds containing nitrogen
- Topic
- acetylation
- Difficulty
- Easy
- Year
- 2025
Solution
Correct Answer:
Acetanilide
Acetylation (Acylation) of aniline involves the replacement of one hydrogen atom of the −NH2 group with an acetyl group (−COCH3).
- Reagent: Acetic anhydride or Acetyl chloride.
- Product: Acetanilide (N-phenylethanamide).
- Significance: Aniline is highly reactive toward electrophilic substitution (like bromination), often resulting in tri-substitution. By converting −NH2 to −NHCOCH3, the electron-donating effect is 'toned down' due to resonance of the lone pair with the carbonyl oxygen. This allows for controlled mono-substitution.
This easy difficulty chemistry question is from the chapter organic compounds containing nitrogen, covering the topic of acetylation. It appeared in the 2025 exam.
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