$A$ is a neutral organic compound $(M.F.: C_8H_9ON)$. On treatment with aqueous $Br_2 / HO^{(-)}$, $A$ forms a compound $B$ which is soluble in dilute acid. $B$ on treatment with aqueous $NaNO_2 / HCl$ $(0-5^{\circ}C)$ 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 $KMnO_4$ produces $F$. $F$ contains two different types of hydrogen atoms. The structure of $A$ is

  • A
    Option A
  • B
    Option B
  • C
    Option C
  • D
    Option D

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An aromatic amine $(A)$ was treated with alcoholic potash and another compound $(Y)$ to form a foul-smelling gas with the formula $C_6H_5NC$. Compound $(Y)$ was formed by reacting a compound $(Z)$ with $Cl_2$ in the presence of slaked lime. The compound $(Z)$ is:

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