Q40 / 155 · WBJEE 2022 · Chemistry

Figure
The above conversion can be carried out by,

  • Correct answer
    A
    $\mathrm{Zn}-\mathrm{Hg} /$ Conc. $\mathrm{HCl}$
  • Correct answer
    B
    i. $\mathrm{H}_2 \mathrm{NNH}_2$ ii. $\mathrm{NaOH}$ in ethylene glycol, $\Delta$
  • Correct answer
    C
    i. $\mathrm{HSCH}_2 \mathrm{CH}_2 \mathrm{SH} / \mathrm{H}^{\oplus}$ ii. $\mathrm{H}_2 / \mathrm{Ni}$
  • D
    Bromine water

Solution

(A) $\mathrm{Zn}-\mathrm{Hg} /$ Conc. $\mathrm{HCl}-$ Clemmensen Reduction (B) $\mathrm{NH}_2-\mathrm{NH}_2, \mathrm{NaOH}$ in ethylene glycol, $\Delta-$ Wolf-Kishner reduction (C) i. $\mathrm{HSCH}_2 \mathrm{CH}_2 \mathrm{SH} / \mathrm{H}^{+}$ii. $\mathrm{H}_2 / \mathrm{Ni}-$ Mozingo method. These are known to reduce $-\mathrm{CO}-$ to $-\mathrm{CH}_2-$

Hence, the correct answer is options: 'A', 'B', 'C'.

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