Aromatic HydrocarbonshardMCQ SINGLE

Consider the addition-elimination () mechanism for the reaction of -nitrochlorobenzene with sodium hAromatic Hydrocarbons Chemistry Question

Question

Consider the addition-elimination ($S_NAr$) mechanism for the reaction of $p$ -nitrochlorobenzene with sodium hydroxide. Which of the following best describes the critical reaction intermediate?

Answer: C

💡 Solution & Explanation

In the $S_NAr$ mechanism, the nucleophile attacks the carbon bearing the leaving group to form a tetrahedral $sp^3$ carbon, generating a cyclic carbanion known as a Meisenheimer complex. Strong electron-withdrawing groups (like $-NO_2$) at ortho or para positions are essential because they accept and heavily stabilize this negative charge via the $-M$ (resonance) effect.

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