Diazonium Substitution
Treatment of benzenediazonium chloride with CuCN (Sandmeyer) yields:
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About This Question
- Subject
- chemistry
- Chapter
- nitrogen organics
- Topic
- diazonium substitution
- Difficulty
- Medium
- Year
- 2025
Solution
Correct Answer:
Benzonitrile
- Sandmeyer Reaction: A reaction that replaces the diazonium group with various nucleophiles using copper(I) salts as catalysts.
- Reagent: Cuprous cyanide (CuCN) in KCN.
- Mechanism: The N2+ group is a great leaving group and is replaced by the Cyanide (−CN) group.
- Result: Benzene diazonium chloride converts to Benzonitrile (Phenyl cyanide).
- Utility: Nitriles are valuable because they can be easily hydrolyzed to carboxylic acids or reduced to amines.
This medium difficulty chemistry question is from the chapter nitrogen organics, covering the topic of diazonium substitution. It appeared in the 2025 exam.
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