Necessary condition for halogenation in benzene is:a)H2SO4b)Inert atmo...
THE HALOGENATION OF BENZENE
This page gives you the facts and a simple, uncluttered mechanism for the electrophilic substitution reaction between benzene and chlorine or bromine in the presence of a catalyst such as aluminium chloride or iron.
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Necessary condition for halogenation in benzene is:a)H2SO4b)Inert atmo...
Necessary Condition for Halogenation in Benzene: H2SO4
Introduction:
Halogenation is a reaction where a halogen atom replaces a hydrogen atom in an organic compound. Benzene, a cyclic aromatic compound, can undergo halogenation to form halobenzene derivatives. The necessary condition for halogenation in benzene is the presence of H2SO4 (sulfuric acid). This acidic medium is crucial for the reaction to occur.
Explanation:
1. Role of H2SO4:
- H2SO4 acts as a catalyst in the halogenation reaction.
- It helps in the generation of the electrophile (halogen cation) required for attacking benzene.
- The presence of H2SO4 ensures the generation of the reactive species that can initiate the electrophilic aromatic substitution reaction.
2. Generation of the Electrophile:
- In the presence of H2SO4, the halogen (e.g., Cl2 or Br2) is converted into a more electrophilic species.
- The acid-catalyzed reaction involves the formation of an intermediate complex between the halogen and H2SO4.
- This complex undergoes heterolytic cleavage, resulting in the generation of the halogen cation (R+).
3. Electrophilic Aromatic Substitution:
- The halogen cation (R+) acts as an electrophile and attacks the benzene ring.
- The reaction proceeds via electrophilic aromatic substitution, where benzene donates its electron density to the electrophile.
- The electrophile forms a sigma bond with one of the carbon atoms in the benzene ring, leading to the formation of an intermediate sigma complex.
4. Removal of H+:
- The sigma complex formed in the previous step is highly unstable due to electron deficiency on the carbon atom.
- Hence, a proton (H+) from the H2SO4 catalyst removes the instability by abstracting a hydrogen atom from the sigma complex.
- This step regenerates the aromaticity of the benzene ring and releases HX (hydrogen halide) as a byproduct.
Conclusion:
In conclusion, the necessary condition for halogenation in benzene is the presence of H2SO4. It acts as a catalyst and helps in the generation of the electrophile required for attacking the benzene ring. H2SO4 plays a crucial role in the acid-catalyzed reaction, facilitating the electrophilic aromatic substitution process.
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