MHT CET 2023 Chemistry question

Which of the following compounds has difficulty in breaking of C-X bond during nucleophilic substitution reaction?

(A)o-nitrochlorobenzene
(B)p-nitrochlorobenzene
(C)m-nitrochlorobenzeneCorrect
(D)2,4,6-trinitrochlorobenzene

Answer: (C)

Solution

In chlorobenzene the C-Cl bond is strong (partial double bond character from resonance and an carbon), so nucleophilic substitution is difficult. A strongly electron-withdrawing group at the ortho or para position stabilises the negatively charged intermediate (Meisenheimer complex) by resonance and

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Question ID VK-097277