Question:

Identify the major product

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Halogens are deactivating but ortho-para directing in electrophilic substitution. A nitro group at ortho or para position activates aryl halides for nucleophilic substitution.
Updated On: Jun 18, 2026
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The Correct Option is D

Solution and Explanation

Step 1: Understand the first reaction.
The starting compound is chlorobenzene.
The reagents \[ HNO_3,\ \text{Conc. }H_2SO_4 \] cause nitration of chlorobenzene.
Chlorine is deactivating but ortho-para directing due to resonance donation.
Therefore, nitration gives mainly ortho- and para-nitrochlorobenzene.
Due to steric hindrance at the ortho position, the para product is the major product.
So, the major nitration product is \[ p\text{-nitrochlorobenzene} \]

Step 2: Understand the effect of \(NaOH\) at \(443K\).

The presence of a nitro group at ortho or para position activates the aryl chloride toward nucleophilic substitution.
Thus, \(p\)-nitrochlorobenzene reacts with \(NaOH\) at \(443K\).
The chlorine atom is replaced by hydroxide ion.
Hence, \[ p\text{-nitrochlorobenzene} \xrightarrow{NaOH,\ 443K} p\text{-nitrophenoxide} \]

Step 3: Acidification step.

On treatment with \[ H_3O^+ \] the phenoxide ion is protonated to give phenol derivative.
Thus, \[ p\text{-nitrophenoxide} \xrightarrow{H_3O^+} p\text{-nitrophenol} \]

Step 4: Final conclusion.

Therefore, the major product is \[ \boxed{4\text{-Nitrophenol}} \] Hence, the correct option is (4).
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