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NEET 2026
Exam
NEET
Year
2026
Subject
Chemistry
Chapter
Chapter

NEET 2026 · Chemistry · Chapter

An organic compound X ( C_6H_7N ) on treatment with NaNO_2 and...

An organic compound X\text{X} (C6H7N\text{C}_6\text{H}_7\text{N}) on treatment with NaNO2\text{NaNO}_2 and dilute HCl\text{HCl} at 273−278 K273-278\text{ K} forms an intermediate Y\text{Y}. The intermediate Y\text{Y} is unstable in the dry state but can be maintained in a cold aqueous solution. When Y\text{Y} is reacted with ethanol, it yields a hydrocarbon Z\text{Z}, along with the evolution of nitrogen gas and the formation of ethanal.

Which of the following statements is correct regarding this reaction sequence?

Options

  1. ACompound X\text{X} is a primary aliphatic amine, and Y\text{Y} is an aliphatic diazonium salt.
  2. BThe formation of Z\text{Z} from Y\text{Y} is a nucleophilic substitution reaction where ethanol acts as a nucleophile.
  3. CThe conversion of Y\text{Y} to Z\text{Z} is a redox process in which ethanol acts as a reducing agent.
  4. DIntermediate Y\text{Y} is highly stable at room temperature due to resonance stabilization of the diazonium ion.

Correct answer

C. The conversion of Y\text{Y} to Z\text{Z} is a redox process in which ethanol acts as a reducing agent.

Step-by-step solution

Compound X\text{X} with the molecular formula C6H7N\text{C}_6\text{H}_7\text{N} is aniline (C6H5NH2\text{C}_6\text{H}_5\text{NH}_2), which is a primary aromatic amine.

When aniline is treated with NaNO2\text{NaNO}_2 and dilute HCl\text{HCl} at 273−278 K273-278\text{ K}, it undergoes diazotization to form benzenediazonium chloride (C6H5N2+Cl−\text{C}_6\text{H}_5\text{N}_2^+\text{Cl}^-), which is the intermediate Y\text{Y}.

Benzenediazonium chloride reacts with ethanol (CH3CH2OH\text{CH}_3\text{CH}_2\text{OH}) to yield benzene (C6H6\text{C}_6\text{H}_6), which is the hydrocarbon Z\text{Z}, along with nitrogen gas and ethanal (CH3CHO\text{CH}_3\text{CHO}). The chemical equation is:

C6H5N2+Cl−+CH3CH2OH→C6H6+N2+CH3CHO+HCl\text{C}_6\text{H}_5\text{N}_2^+\text{Cl}^- + \text{CH}_3\text{CH}_2\text{OH} \rightarrow \text{C}_6\text{H}_6 + \text{N}_2 + \text{CH}_3\text{CHO} + \text{HCl}

In this reaction, the diazonium salt is reduced to benzene, and ethanol is oxidized to ethanal. Therefore, ethanol acts as a reducing agent, making the conversion of Y\text{Y} to Z\text{Z} a redox process.

Option (A) is incorrect because X\text{X} is an aromatic amine, not aliphatic.

Option (B) is incorrect because the reaction is a reduction, not a nucleophilic substitution.

Option (D) is incorrect because benzenediazonium chloride is unstable at room temperature and must be kept cold (273−278 K273-278\text{ K}).

Answer: The conversion of Y\text{Y} to Z\text{Z} is a redox process in which ethanol acts as a reducing agent.
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