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ChemistryJEE Main 22 Jan 2026, Shift 1·Q16·MCQ·Tough

Amines · Hofmann degradation and sandmeyer reaction

‘A' is a neutral organic compound (M. F : CX8HX9ON\ce{C8H9ON}). On treatment with aqueous BrX2\ce{Br2}/HOX(−)\ce{HO^{(-)}}, ‘A' forms a compound ‘B' which is soluble in dilute acid. ‘B' on treatment with aqueous NaNOX2\ce{NaNO2}/HCl(0–5 ∘^\circC) produces a compound ‘C' which on treatment with CuCN/NaCN produces ‘D' Hydrolysis of ‘D' produces ‘E' which is also obtainable from the hydrolysis of ‘A'. ‘E' on treatment with acidified KMnOX4\ce{KMnO4} produces ‘F'. ‘F' contains two different types of hydrogen atoms. The structure of ‘A' is
  1. (1)
  2. (2)
  3. (3)
  4. (4)

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