Which of the following reagents cannot be used for the given conversion?

Which of the following reagents cannot be used for the given conversion?
  1. $\mathrm{Sn}-\mathrm{HCl}$
  2. $\mathrm{Fe}-\mathrm{HCl}$
  3. $\mathrm{LiAlH}_4$
  4. $\mathrm{Pd} / \mathrm{C}$

Solution

With LiAlH$_4$ nitroarenes give azo compounds. $2 \mathrm{C}_6 \mathrm{H}_5 \mathrm{NO}_2 \stackrel{\mathrm{LiAlH}_4}{\longrightarrow} \mathrm{C}_6 \mathrm{H}_5-\mathrm{N}=\mathrm{N}-\mathrm{C}_6 \mathrm{H}_5$

Asked in: NEET 2022 (Phase 2)

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