Account for the fact that water-insoluble carboxylic acids

Chapter 21, Problem 21.33

(choose chapter or problem)

Account for the fact that water-insoluble carboxylic acids (pKa 45) dissolve in 10% aqueous sodium bicarbonate (pH 8.5) with the evolution of a gas but that waterinsoluble phenols (pKa 9.510.5) do not dissolve in 10% sodium bicarbonate.

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