The major product X formed in the following reaction sequence is:

Question

Given below are two statements:
Statement I: Phenol on treatment with \( \mathrm{CHCl_3/aq.\ KOH} \) under refluxing condition, followed by acidification produces p-hydroxy benzaldehyde as the major product and o-hydroxy benzaldehyde as the minor product.
Statement II: The mixture of p-hydroxybenzaldehyde and o-hydroxybenzaldehyde can be easily separated through steam distillation.
In the light of the above statements, choose the correct answer from the options given below

Answer 1

The reaction sequence comprises the following transformations:

Chlorination: The ethylbenzene ring undergoes chlorination. The para position is favored due to the activating influence of the ethyl group and the meta-directing, deactivating nature of the nitro group.
Reduction: The nitro group (-NO₂) is reduced to an amino group (-NH₂) via treatment with tin and hydrochloric acid (Sn/HCl).
Diazotization: The amino group is transformed into a diazonium group (-N₂⁺) through reaction with sodium nitrite and hydrochloric acid (NaNO₂/HCl) at low temperatures (273-278 K).
Sandmeyer Reaction: Potassium iodide (KI) replaces the diazonium group with an iodide (I) through a Sandmeyer reaction. This substitution occurs at the original position of the amino and nitro groups.
The resultant compound is 4-iodo-1-ethyl-2-chlorobenzene.

The major product X formed in the following reaction sequence is:

The Correct Option is C

Solution and Explanation

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