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Question

Chemistry Question on Amines

Nitrobenzene on reaction with conc. HNO3/H2SO4 {HNO_3/H_2SO_4 } at 80100C {80-100^{\circ} C} forms which one of the following products ?

A

1, 2, 4-Trinitrobenzene

B

1, 2-Dinitrobenzene

C

1, 3-Dinitrobenzene

D

1, 4-Dinitrobenzene

Answer

1, 3-Dinitrobenzene

Explanation

Solution

NO2NO_2 group being electron withdrawing reduces electron density at ortho and para-positions. Hence, now the meta-position becomes electron rich on which the electrophile (nitronium ion) attacks during nitration. HNO3+H2SO4H2O+N02+H2NO3++HSO4HNO_3 + H_2 SO_4 \, {\longrightarrow} \, _{ _{H_2O + \downarrow N0^+_2 }^{\downarrow}}^{H_2 NO_3^+ } + HSO_4^- \hspace42mm _{(nitronium \, ion)}^{Electrophile}