Aniline is not the major product in one of the following reactions. Identify that reaction

Aniline is not the major product in one of the following reactions. Identify that reaction
  1. $\mathrm{C}_6 \mathrm{H}_5 \mathrm{OH}+\mathrm{NH}_3 \frac{\mathrm{ZnCl}_2}{300^{\circ} \mathrm{C}}$
  2. $\mathrm{C}_6 \mathrm{H}_5 \mathrm{NO}_2+\mathrm{Zn}$ powder $\stackrel{\text { alcoholic } \mathrm{KOH}}{\longrightarrow}$
  3. $\mathrm{C}_6 \mathrm{H}_5 \mathrm{Cl}+\mathrm{NH}_3 \underset{\mathrm{Cu}_2 \mathrm{O}}{\stackrel{200^{\circ} \mathrm{C}}{\longrightarrow}}$ high pressure
  4. $\mathrm{C}_6 \mathrm{H}_5 \mathrm{NO}_2+6(\mathrm{H})+\underset{\mathrm{HCl}}{\stackrel{\mathrm{Fe}+\mathrm{H}_2 \mathrm{O}}{\longrightarrow}}$

Solution

Aniline is not obtained as a major product by the reaction. $\mathrm{C}_6 \mathrm{H}_5 \mathrm{NO}_2+\mathrm{Zn}_{\text {powder }} \stackrel{\text { alcoholic } \mathrm{KOH}}{\longrightarrow}$

Asked in: AP EAMCET 2003

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