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The "Ortho Effect" (Steric Inhibition of Resonance - SIR) in substituted benzoic acids generally resGOC and Organic Chemistry Basics Chemistry Question

Question

The "Ortho Effect" (Steric Inhibition of Resonance - SIR) in substituted benzoic acids generally results in:

Answer: C

💡 Solution & Explanation

A bulky ortho substituent twists the $-COOH$ group out of the plane of the benzene ring. This breaks the electron-donating $+M$ resonance from the ring into the carboxyl group, drastically stabilizing the resulting carboxylate anion and increasing acidity.

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