Question:

Benzene diazonium chloride on reaction with phenol in weakly basic medium gives

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Coupling with Phenol gives an Orange dye (p-hydroxyazobenzene). Coupling with Aniline gives a Yellow dye (p-aminoazobenzene).
  • Azobenzene
  • Benzene
  • Chlorobenzene
  • p-hydroxyazobenzene
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The Correct Option is D

Solution and Explanation

Step 1: Understanding the Concept:
Diazonium salts undergo coupling reactions with activated aromatic compounds like phenols in a weakly basic medium to form azo dyes.
Step 2: Detailed Explanation:
In a weakly basic medium (pH 9-10), phenol is converted to the phenoxide ion (\( C_6H_5O^- \)), which is highly activating towards electrophilic aromatic substitution.
The diazonium cation (\( C_6H_5N_2^+ \)) acts as an electrophile and attacks the para position of the phenoxide ion.
The resulting product is an orange dye called p-hydroxyazobenzene.
Step 3: Final Answer:
The product is p-hydroxyazobenzene.
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