Question Details

The reagent ‘R’ in the given sequence of chemical reaction is :

Options

A

H₂O

B

CH₃CH₂OH

C

HI

D

CuCN/KCN

Correct Answer :

CH₃CH₂OH

Solution :

The correct option is CH₃CH₂OH.

Let us analyze the chemical reaction sequence step-by-step:

Step 1: Diazotization reaction
The starting reactant shown in the image is 2,4,6-tribromoaniline, which features a primary aromatic amino group (NH2) on the benzene ring and three bromine (Br) substituents at the 2, 4, and 6 positions.
When treated with sodium nitrite (NaNO2) and hydrochloric acid (HCl) at a low temperature of 0 - 5 °C (as written over the first reaction arrow), the amino group undergoes diazotization. This reaction converts the aniline derivative into the corresponding diazonium salt, 2,4,6-tribromobenzenediazonium chloride, which contains the active N2+Cl- group as labeled in the second chemical structure.

Step 2: Reduction of Diazonium Salt (Deamination)
In the second step of the sequence, the diazonium group (N2+Cl-) is replaced by a hydrogen atom (H) to form 1,3,5-tribromobenzene (the final product shown). This reaction is a reductive deamination.
To reduce the diazonium salt, we need a mild reducing agent that can donate a hydride ion. A classic reagent for this transformation is ethanol (CH3CH2OH).
During this reaction, ethanol acts as the reducing agent and undergoes oxidation to form acetaldehyde (CH3CHO), while the diazonium ion is reduced to nitrogen gas (N2) along with the formation of hydrochloric acid (HCl).

The general equation for this step is:
ArN2Cl+CH3CH2OHArH+N2+CH3CHO+HCl
(where Ar represents the 2,4,6-tribromophenyl group).

Therefore, the reagent ‘R’ required to carry out this conversion is ethanol, represented by CH₃CH₂OH.

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