Given below are two statements :Statement I: Benzenediazonium salt is prepared bythe reaction of aniline with nitrous acid at273-278 K. It decomposes easily in the dry state.Statement II: Insertion of iodine into the benzenering is difficult and hence iodobenzene is preparedthrough the reaction of benzenediazonium salt withKI.In the light of the above statements, choose the mostappropriate answer from the options given below:

Answer

Diazotization and Iodination

Diazotization and Iodination via Diazonium Salt

Step 1: Diazotization Reaction

Aniline reacts with nitrous acid (formed in situ from NaNO2 and HCl) at 273–278 K (0–5°C) to form benzenediazonium chloride, a highly reactive intermediate.

C₆H₅NH₂ + HNO₂ + HCl → C₆H₅N₂⁺Cl⁻ + 2H₂O
Note: Benzenediazonium chloride is unstable and can explode in dry form. It is typically used immediately in solution.

Step 2: Substitution with Potassium Iodide (KI)

Direct iodination of benzene is not feasible due to its reversibility. Instead, in the Sandmeyer or Finkelstein reaction, KI displaces the diazonium group (N₂⁺) to yield iodobenzene.

C₆H₅N₂⁺Cl⁻ + KI → C₆H₅I + KCl + N₂↑

Key Points:

  • Statement I: True – Benzenediazonium salt is unstable and explosive in dry form.
  • Statement II: True – KI replaces N₂⁺ to form iodobenzene efficiently.

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