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The attacking reagent in electrophilic s...

The attacking reagent in electrophilic sulphonation of benzene is

A

`SO_(2)`

B

`SO_(3)`

C

`SO_(4)^(2-)`

D

`HSO_(3)^(-)`

Text Solution

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The correct Answer is:
B
Mechanism for sulphonation of benzene
Step I :
The Pi electrons of aromatic C=C act as a nucleophile, attacking the electrophilic , S pushing charge out onto an electronegative oxygen atom. This destroys the aromaticity giving the cyclohexadienyl cation intermediate

Step II :
Loss of the proton from the `sp^3` carbon bearing the sulphonyl – group reforms the C=C and the aromatic system

Step III :
Protonation of the conjugate base of the sulphonic acid by sulphuric acid produces the sulphonic acid.
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