Question:

Identify the products [A] and [B] respectively in the following reaction:
Identify the products [A] and [B] respectively in the following reaction:

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The high temperature and pressure conditions favor the nucleophilic substitution of chlorine in chlorobenzene, leading to phenol. Oxidation with Na$_2$Cr$_2$O$_7$ then converts phenol to benzoic acid.
Updated On: Nov 1, 2025
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The Correct Option is C

Approach Solution - 1

To determine the products [A] and [B] in the given reaction, let's analyze each step: 

The initial reactant is chlorobenzene (C6H5Cl). The reaction with \(\text{NaOH}\hspace{2pt} \text{at} \hspace{2pt} 623 \hspace{2pt} \text{K and} \hspace{2pt} 300 \hspace{2pt} \text{atm}\) is typical of a nucleophilic aromatic substitution. Under these harsh conditions, the chlorine atom is replaced by an OH group, forming phenol (C6H5OH).

Next, phenol (C6H5OH) is oxidized using \(\text{Na}_{2}\text{Cr}_{2}\text{O}_{7} \hspace{2pt} \text{in} \hspace{2pt} \text{H}_{2}\text{SO}_{4}\). This is a classic oxidation reaction where phenol is oxidized to benzoquinone.

So, the products are:

  • [A] is phenol (C6H5OH)
  • [B] is benzoquinone

The correct answer matches the provided option with products , which indicates phenol followed by oxidation to benzoquinone.

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Approach Solution -2

To identify the products [A] and [B] in the given chemical reaction, let's go through the reaction step-by-step.

  1. The first step of the reaction involves the use of NaOH at high temperature (623K) and pressure (300 atm). This condition is typical for a nucleophilic aromatic substitution reaction known as the Dow process. In this process, chlorobenzene reacts with NaOH to form phenol.

    Thus, product [A] is phenol.

  2. In the second step, phenol is oxidized using sodium dichromate (\( \text{Na}_2\text{Cr}_2\text{O}_7 \)) and sulfuric acid (\(\text{H}_2\text{SO}_4\)). This is a common oxidation reaction where phenol is converted to benzoquinone.

    Thus, product [B] is benzoquinone.

Let's confirm this by matching the products with the correct option from those provided.

The correct answer is that product [A] is phenol, and product [B] is benzoquinone, matching the given option.

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