Question:medium

Complete the following equation :

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Azo Coupling Reaction: \[ ArN_2^{+}Cl^{-} + \text{Activated Aromatic Compound} \rightarrow Ar-N=N-Ar' \] Phenol and aniline undergo azo coupling mainly at the para position, producing coloured azo dyes.
Updated On: Jun 29, 2026
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Solution and Explanation

Step 1: Identify the reaction type (azo coupling).
The equation involves benzene diazonium chloride ($C_6H_5N_2^+Cl^-$) reacting with phenol in alkaline medium. This is an azo coupling reaction, a type of electrophilic aromatic substitution in which the diazonium ion acts as the electrophile.
Step 2: Role of the alkaline medium.
Alkali ($OH^-$) converts phenol to the phenoxide ion ($C_6H_5O^-$), which is more electron-rich at ortho and para positions. This activates the ring toward the weakly electrophilic diazonium ion.
Step 3: Product and azo linkage formed.
Coupling occurs at the para position (less sterically hindered), forming the azo linkage $-N{=}N-$. The product is p-hydroxyazobenzene, an orange-yellow azo dye: $C_6H_5{-}N{=}N{-}C_6H_4{-}OH$. Overall: $C_6H_5N_2^+Cl^- + C_6H_5OH \xrightarrow{OH^-} C_6H_5{-}N{=}N{-}C_6H_4{-}OH + HCl$.
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