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Diazonium Salts

Mediumchemistry

Benzenediazonium chloride reacts with phenol in alkaline medium to form:

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About This Question

Subject
chemistry
Chapter
organic compounds containing nitrogen
Topic
diazonium salts
Difficulty
Medium
Year
2025
Tags
Azo CouplingPhenolDiazonium Reactions

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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