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Benzene and other aromatic hydrocarbons,...

Benzene and other aromatic hydrocarbons, though contain `pi`-bonds, yet they behave as saturated hydrocarbons. They are stable because of delocalisation of cloud. These undergo electrophilic substitution reactions as :
`C_(6)H_(5)-H + YZ to C_(6)H_(5)Y +HZ`
The reactivity of aromatic hydrocarbons towards electrophilic substitution depends upon the electron density in the benzene ring
The electrophile in sulphonation of benzene is

A

`SO_(3)^(+)`

B

`HSO_(4)^(-)`

C

`SO_(3)`

D

`H_(3)SO_(4)^(+)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the electrophile in the sulfonation of benzene, we can follow these steps: ### Step 1: Understanding the Reaction Benzene (C₆H₆) undergoes sulfonation, which is an electrophilic substitution reaction. In this reaction, a hydrogen atom on the benzene ring is replaced by a sulfonyl group (SO₃H). ### Step 2: Identifying the Electrophile In the sulfonation of benzene, the electrophile is generated from sulfuric acid (H₂SO₄). When sulfuric acid is used, it can produce sulfur trioxide (SO₃) as the active electrophile. ### Step 3: Formation of the Electrophile The reaction can be summarized as follows: 1. Sulfuric acid can dissociate to form sulfur trioxide (SO₃) and hydronium ions (H₃O⁺). 2. The sulfur trioxide (SO₃) acts as the electrophile in the reaction with benzene. ### Step 4: The Electrophilic Attack During the reaction, the benzene ring attacks the sulfur trioxide. This leads to the formation of a sigma complex (also known as an arenium ion), where the aromaticity of the benzene ring is temporarily lost. ### Step 5: Regeneration of Aromaticity After the formation of the sigma complex, a proton is removed from the complex, restoring the aromaticity of the benzene ring and resulting in the formation of the sulfonated product (C₆H₅SO₃H). ### Conclusion Thus, the electrophile in the sulfonation of benzene is sulfur trioxide (SO₃). ---
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