Can anyone plzz explain reaction of aniline with Br2 in presence of CS2?

Question

Answer

Answer

Answer

Answer

Aniline is an aromatic amine with the chemical formula C6H5NH2. When aniline reacts with bromine (Br2) in the presence of carbon disulfide (CS2), a substitution reaction takes place. This reaction is known as the Bromination of Aniline.

Below is a detailed explanation of the reaction:

1. Introduction:
Aniline is a weakly activating and ortho/para directing group due to the lone pair of electrons on the nitrogen atom. Bromine is a halogen that can undergo halogenation reactions with aromatic compounds. Carbon disulfide (CS2) is a nonpolar solvent commonly used in this reaction to facilitate the dissolution of both aniline and bromine.

2. Reaction Mechanism:
The reaction proceeds through an electrophilic aromatic substitution mechanism, where the bromine molecule (Br2) acts as the electrophile.

a. Formation of Electrophile:
Initially, bromine (Br2) reacts with carbon disulfide (CS2) to form a complex called the bromine-carbon disulfide complex (Br2·CS2). This complex acts as the electrophile in the reaction.

b. Formation of the Diazonium Salt:
The lone pair of electrons on the nitrogen atom of aniline attacks the electrophilic bromine atom, leading to the displacement of a bromine molecule. This results in the formation of a positively charged intermediate called a diazonium ion (ArN2+).

c. Rearrangement:
The diazonium ion is unstable and undergoes a rearrangement to form a more stable tautomeric form known as the phenol diazonium ion (ArOH·+). This rearrangement involves the migration of the positive charge from the nitrogen atom to the carbon atom attached to the aromatic ring.

d. Reaction with Bromine:
The phenol diazonium ion reacts with the remaining bromine molecule to form a brominated product. The bromine atom replaces the hydrogen atom on the aromatic ring, resulting in the substitution of a hydrogen atom with a bromine atom.

3. Product Formation:
The final product of the reaction is a brominated aniline compound. The position of the bromine atom depends on the orientation of the electrophilic substitution on the aromatic ring, which is influenced by the activating and directing effects of the amino group.

In summary, the reaction of aniline with bromine in the presence of carbon disulfide involves the formation of a diazonium salt, rearrangement to a phenol diazonium ion, and subsequent substitution of a hydrogen atom with a bromine atom. This reaction is an important method for introducing bromine into aromatic compounds and is widely used in organic synthesis.

Similar NEET Doubts

A common characteristic feature of plant sieve tube cells and most of mammalian erythrocytes is a. Absence of mitochondria b. Presence of cell wall c. Presence of haemoglobin d. Absence of nucleus Plzz answer anyone, which is the option for this question and how? Explain.? plzzz answer anyone?

Maiden hair fern is monocot or dicot.can anyone plzz explain it?

can anyone help me with some material suggestions to crack neet with 15 days plzz?

Difference between apomixis and parthenogenesis and parthenocarpy. Plzz explain anyone plzzz?

what is the product of CH3-O-C2H5 on reacting with anhydrous HI and concentrated HI respectively ?(both r different reaction plzz tell the product)

Top Courses for NEETView all

Biology Class 11

Daily Test for NEET Preparation

NEET Mock Test Series 2025

Topic-wise MCQ Tests for NEET

Physics Class 11

Top Courses for NEET

Top Courses for NEET

Suggested Free Tests

Related Content

About NEET

NEET Preparation Material

How to Prepare for NEET Exam?

NCERT Based Study Material

NEET Mock Tests

Other Popular Exams

Company