Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev

Chemistry for JEE

JEE : Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev

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Nitration of Benzene

Benzene reacts with concentrated nitric acid at 323-333K in the presence of concentrated sulphuric acid to form nitrobenzene. This reaction is known as nitration of benzene.

Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
The mechanism for nitration of benzene:

Step 1: Nitric acid accepts a proton from sulphuric acid and then dissociates to form nitronium ion.

Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
Step 2: The nitronium ion acts as an electrophile in the process which further reacts with benzene to form an arenium ion.
Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
Step 3: The arenium ion then loses its proton to Lewis base forming nitrobenzene.
Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
Sulphonation of Benzene:

Sulphonation of benzene is a process of heating benzene with fuming sulphuric acid (H2SO4 +SO3) to produce benzenesulphonic acid. The reaction is reversible in nature.

Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
The mechanism for Sulphonation of benzene:

Due to higher electronegativity, oxygen present in sulphuric acid pulls an electron towards itself, generating an electrophile. This attacks the benzene ring, leading to the formation of benzenesulphonic acid.

Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev

Halogenation of Benzene

Benzene reacts with halogens in the presence of Lewis acid like FeCl3, FeBr3 to form aryl halides. This reaction is termed as halogenation of benzene.

Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
The mechanism for halogenation of benzene:

Step 1: Being a Lewis acid, FeBr3 helps in the generation of electrophile bromine ion by combining with the attacking reagent.

Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev
Step 2: The bromine ion acts as an electrophile in the process which further reacts with benzene to form arenium ion which finally converts to bromobenzene.

Nitration, Sulphonation and Halogenation Class 11 Notes | EduRev

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