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JEE MainChemistryHaloalkanes and Haloarenes

Aniline is treated with NaNO ₂ and HCl at 0 - 5^ C to form intermediate A. Intermediate A is then treated with Cu ₂ Cl ₂/ HCl to form compound B. Finally, compound B is reacted with sodium in dry ether to yield compound C. Identify the name of the reaction forming B from A, the name of the reaction forming C from B, and the identity of compound C, respectively.

Options

  1. AGattermann reaction, Wurtz-Fittig reaction, Diphenylmethane
  2. BSandmeyer reaction, Wurtz reaction, Bicyclohexyl
  3. CSandmeyer reaction, Fittig reaction, Biphenyl
  4. DGattermann reaction, Fittig reaction, Biphenyl

Correct answer

C. Sandmeyer reaction, Fittig reaction, Biphenyl

Step-by-step solution

Step 1: Aniline reacts with NaNO ₂/ HCl at 0 - 5^ C to undergo diazotization, forming benzenediazonium chloride (Intermediate A). Step 2: Benzenediazonium chloride (A) reacts with Cu ₂ Cl ₂/ HCl to form chlorobenzene (Compound B). The use of cuprous chloride ( Cu ₂ Cl ₂ ) to replace the diazonium group with a chlorine atom is known as the Sandmeyer reaction. Step 3: Chlorobenzene (B) reacts with sodium ( Na ) in dry ether. This is a coupling reaction of two aryl halides, known as the Fittig reaction, which yields b

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