MCQMediumJEE 2025Diazonium Salts & Reactions

JEE Chemistry 2025 Question with Solution

In the following reactions, which one is NOT correct?

  • A
    Benzenediazonium chloride reacts with ethanol, shown giving ethoxybenzene as product, which is the incorrect transformation in this question.
  • B
    Benzenediazonium chloride reacts with phosphoric acid and water, shown giving benzene as product through reduction or deamination.
  • C
    Benzenediazonium chloride reacts with potassium iodide to form iodobenzene, representing substitution of diazonium group by iodine.
  • D
    Benzenediazonium chloride reacts with copper cyanide or potassium cyanide to form benzonitrile, a Sandmeyer-type cyanation reaction.

Answer

Correct answer:A

Step-by-step solution

Standard Method

Given: Four reactions of benzenediazonium chloride are shown.

Find: Which reaction is not correct.

Recognize the reactions involved: Sandmeyer reaction, hydrolysis, and nucleophilic substitution.

Explanatory diagram showing benzenediazonium chloride with ethanol incorrectly giving ethoxybenzene, while ethanol actually causes deamination to benzene.

Benzenediazonium chloride does not give ethoxybenzene with ethanol. Ethanol acts as a reducing agent and the diazonium group is replaced by hydrogen, giving benzene. Therefore the reaction shown in option A is not correct.

The other reactions are valid:

  • with phosphoric acid and water, the diazonium salt can lead to deamination product benzene under the shown context,
  • with potassium iodide, iodobenzene is formed,
  • with CuCN/KCN\text{CuCN}/\text{KCN}, benzonitrile is formed.

Therefore, the correct option is A.

Common mistakes

  • Assuming ethanol behaves as a nucleophile to give ethoxybenzene directly is incorrect. In reactions of arenediazonium salts, ethanol commonly acts as a reducing agent. Instead, remember that the diazonium group is often replaced by hydrogen in the presence of ethanol.

  • Confusing all diazonium substitutions as Sandmeyer reactions is incorrect. Only certain substitutions use copper salts such as CuCN\text{CuCN} or CuCl\text{CuCl}. Check the reagent carefully before assigning the product.

  • Mistaking potassium iodide substitution for an invalid reaction is wrong because iodide ion readily replaces the diazonium group to form iodobenzene. Verify whether the reagent is a known diazonium replacement reagent before rejecting the option.

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