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p-amino azo benzene is obtained by treating diazoniumchloride with:
- a)Phenol
- b)Aniline
- c)Alcohol
- d)Benzoic acid
Correct answer is option 'B'. Can you explain this answer?
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p-amino azo benzene is obtained by treating diazoniumchloride with:a)P...
p-amino azo benzene is obtained by treating diazonium chloride with aniline. The reactions are specifically acid catalyzed and involve pre‐equilibrium formation of amine and diazonium salt followed by rate‐limiting attack of the diazonium ion at a C‐atom (C‐coupling) to give the corresponding amino azo compounds.
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p-amino azo benzene is obtained by treating diazoniumchloride with:a)P...
Understanding p-Amino Azo Benzene Formation
In organic chemistry, p-amino azo benzene is synthesized through the reaction of diazonium chloride with an amine, specifically aniline. This process is a classic example of azo coupling.
Key Points of the Reaction
- Diazonium Chloride: This compound is generated by treating an amine (like aniline) with nitrous acid (HNO₂). The diazonium group (-N₂⁺) is highly reactive and can participate in electrophilic substitution reactions.
- Aniline: Aniline (C₆H₅NH₂) is a primary aromatic amine. When it reacts with diazonium chloride, it acts as a nucleophile, attacking the electrophilic diazonium ion.
The Reaction Mechanism
- Step 1: Formation of diazonium salt from aniline:
- Aniline + NaNO₂ + HCl → Aniline diazonium chloride (C₆H₅-N₂⁺Cl⁻)
- Step 2: Azo coupling with aniline:
- Aniline diazonium chloride + Aniline → p-Amino azo benzene (C₆H₅-N=N-C₆H₅-NH₂)
This coupling occurs primarily at the para position due to the activating effect of the amino group, which increases electron density on the aromatic ring.
Other Options Explained
- Phenol: Would yield phenolic azo compounds but not p-amino azo benzene.
- Alcohol: Would not react to form azo compounds as alcohols do not have the necessary nucleophilic properties.
- Benzoic Acid: Would not produce p-amino azo benzene due to the lack of a reactive amine group.
Conclusion
Thus, the correct answer is option 'B'—aniline is essential for forming p-amino azo benzene through its reaction with diazonium chloride.
In organic chemistry, p-amino azo benzene is synthesized through the reaction of diazonium chloride with an amine, specifically aniline. This process is a classic example of azo coupling.
Key Points of the Reaction
- Diazonium Chloride: This compound is generated by treating an amine (like aniline) with nitrous acid (HNO₂). The diazonium group (-N₂⁺) is highly reactive and can participate in electrophilic substitution reactions.
- Aniline: Aniline (C₆H₅NH₂) is a primary aromatic amine. When it reacts with diazonium chloride, it acts as a nucleophile, attacking the electrophilic diazonium ion.
The Reaction Mechanism
- Step 1: Formation of diazonium salt from aniline:
- Aniline + NaNO₂ + HCl → Aniline diazonium chloride (C₆H₅-N₂⁺Cl⁻)
- Step 2: Azo coupling with aniline:
- Aniline diazonium chloride + Aniline → p-Amino azo benzene (C₆H₅-N=N-C₆H₅-NH₂)
This coupling occurs primarily at the para position due to the activating effect of the amino group, which increases electron density on the aromatic ring.
Other Options Explained
- Phenol: Would yield phenolic azo compounds but not p-amino azo benzene.
- Alcohol: Would not react to form azo compounds as alcohols do not have the necessary nucleophilic properties.
- Benzoic Acid: Would not produce p-amino azo benzene due to the lack of a reactive amine group.
Conclusion
Thus, the correct answer is option 'B'—aniline is essential for forming p-amino azo benzene through its reaction with diazonium chloride.
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p-amino azo benzene is obtained by treating diazoniumchloride with:a)Phenolb)Anilinec)Alcohold)Benzoic acidCorrect answer is option 'B'. Can you explain this answer?
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