Variation of pKa values among benzoic acids
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A) Four benzoic acids are in the attached file along with four pKa values. Assign a pKa to each acid, and briefly explain the basis for your order.
b) While o-nitrobenzoic acid and p-nitrobenzoic acid differ significantly in pKa (as seen in part a), o-nitrophenol and p-nitrophenol do not; their pKa's are essentially the same (7.17 and 7.14). Give a brief explanation as to why this would be.
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Solution Summary
Assigning pKa values to benzoic acids and reasons why acids may have similar pKa values.
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a) See attached file. Acidity depends upon the relative stability of the carboxylate ions. The substituents here can only affect this stability through inductive effects since the charge cannot be delocalized into the aromatic ring. NH2 is an ...
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