Identify the product obtained when chlorobenzene is heated with conc.HNO_3 in presence of conc.H_2SO_4

MHT CET 2024 Chemistry question

Identify the product obtained when chlorobenzene is heated with conc. in presence of conc.

(A)Only 1-chloro-4-nitrobenzene
(B)Only 1-chloro-2-nitrobenzene
(C)Mixture of 1-chloro-4-nitrobenzene and 1-chloro-2-nitrobenzeneCorrect
(D)2,4,6-trinitrochlorobenzene

Answer: (C)

Solution

The nitrating mixture generates the electrophile , and chlorobenzene undergoes electrophilic substitution. The Cl atom is deactivating (-I effect) but ortho-para directing (+M effect via lone pairs). Therefore both 1-chloro-2-nitrobenzene (ortho) and 1-chloro-4-nitrobenzene (para) form, the para isomer being

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Question ID VK-094872