Diazonium Salts
Benzenediazonium chloride reacts with phenol in alkaline medium to form:
Select the correct option:
Solution
p-Hydroxyazobenzene
In alkaline medium, phenol forms phenoxide ion, which is strongly activating and directs electrophilic substitution at ortho and para positions. Benzenediazonium ion acts as an electrophile in azo coupling, and para substitution is favored due to less steric hindrance. The major product is therefore p-hydroxyazobenzene, an azo dye intermediate with -N=N- linkage between aromatic rings. The other options correspond to unrelated reaction pathways.
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About This Question
- Subject
- chemistry
- Chapter
- organic compounds containing nitrogen
- Topic
- diazonium salts
- Difficulty
- Medium
- Year
- 2025
Solution
Correct Answer:
p-Hydroxyazobenzene
In alkaline medium, phenol forms phenoxide ion, which is strongly activating and directs electrophilic substitution at ortho and para positions. Benzenediazonium ion acts as an electrophile in azo coupling, and para substitution is favored due to less steric hindrance. The major product is therefore p-hydroxyazobenzene, an azo dye intermediate with -N=N- linkage between aromatic rings. The other options correspond to unrelated reaction pathways.
This medium difficulty chemistry question is from the chapter organic compounds containing nitrogen, covering the topic of diazonium salts. It appeared in the 2025 exam.
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