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NEETChemistryHaloalkanes and Haloarenes

Consider the following sequence of reactions: CH ₃ CH ₂ Br AgNO ₂ A Sn/HCl B CHCl ₃/ ethanolic KOH C The major products A and C, respectively, are:

Options

  1. AA = Ethyl nitrite ; C = Ethyl isocyanide
  2. BA = Nitroethane ; C = Ethyl isocyanide
  3. CA = Nitroethane ; C = Ethyl cyanide
  4. DA = Ethyl nitrite ; C = Ethyl cyanide

Correct answer

B. A = Nitroethane ; C = Ethyl isocyanide

Step-by-step solution

In the first step, ethyl bromide ( CH ₃ CH ₂ Br ) reacts with AgNO ₂ . Since AgNO ₂ is predominantly covalent, the nucleophilic attack occurs through the nitrogen atom, yielding nitroethane ( CH ₃ CH ₂ NO ₂ ) as the major product A. (Note: an ionic reagent like KNO ₂ would have given ethyl nitrite). In the second step, nitroethane (A) is reduced by Sn/HCl to form a primary amine, ethanamine ( CH ₃ CH ₂ NH ₂ ), which is product B. In the final step, ethanamine (B) reacts with chloroform ( CHCl ₃ ) and ethanolic KOH

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