The compound C8H9Cl(A) on treatment with KCN followed by hydrolysis gives C9H10O2(B) Ammonium salt of B on dry distillation yields C, which reacts with an alkaline solution of bromine to gives C8H11N(D). Another compound E(C8H10O) is obtained by the action of nitrous acid on D or by the action of aqueous potash on A. E on oxidation gives F(C8H6O4) which gives the inner anhydride G on heating. The compound D is reaction with CHCl3 + NaOH gives a compound H. The compound A on reaction with AgCN gives :

Engineering

Chemistry

Nucleophilic Substitution

Question

The compound C₈H₉Cl(A) on treatment with KCN followed by hydrolysis gives C₉H₁₀O₂(B) Ammonium salt of B on dry distillation yields C, which reacts with an alkaline solution of bromine to gives C₈H₁₁N(D). Another compound E(C₈H₁₀O) is obtained by the action of nitrous acid on D or by the action of aqueous potash on A. E on oxidation gives F(C₈H₆O₄) which gives the inner anhydride G on heating. The compound D is reaction with CHCl₃ + NaOH gives a compound H.
The compound A on reaction with AgCN gives :

Compound H

Compound B

Compound G

Compound D

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The compound D is primary amine and primary amine reacts with chloroform and NaOH gives isocyanide and when compound A reacts with AgCN it also gives same product.
Option A is correct.

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