MHT CET 2025 Chemistry question

Which of the following has highest reactivity towards nucleophilic substitution reaction involving cleavage of C-Cl bond?

(A)Chlorobenzene
(B)p-Nitrochlorobenzene
(C)2, 4-dinitrochlorobenzene
(D)2,4,6-trinitrochlorobenzeneCorrect

Answer: (D)

Solution

Aryl halides undergo nucleophilic aromatic substitution (addition-elimination) through a negatively charged Meisenheimer (cyclohexadienyl anion) intermediate. Strongly electron-withdrawing groups () at the ortho and para positions to the halogen delocalise the negative charge of this intermediate by

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Question ID VK-102056