GOC and Organic Chemistry BasicshardMCQ SINGLE

Why does the carboxylate ion () exhibit greater thermodynamic stability than the corresponding undisGOC and Organic Chemistry Basics Chemistry Question

Question

Why does the carboxylate ion ($RCOO^-$) exhibit greater thermodynamic stability than the corresponding undissociated carboxylic acid ($RCOOH$), despite the acid being a neutral molecule?

Answer: B

💡 Solution & Explanation

In the carboxylate ion, the resonance creates two identical and equivalent canonical structures where the negative charge is equally shared by two electronegative oxygen atoms. Equivalent resonating structures provide massive stability. The acid generates unequal structures with charge separation.

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