Consider the addition-elimination () mechanism for the reaction of -nitrochlorobenzene with sodium h — Aromatic 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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