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Cyclohexanecarboxylic acid, C6H11COOH (pKa 4.90), is only slightly soluble in water, but its sodium salt, C6H11COO-Na , is quite soluble in water. Describe the solubility of cyclohexanecarboxylic acid in solutions of sodium hydroxide, sodium bicarbonate (NaHCO3), and sodium carbonate (Na2CO3). The pKa values for the conjugate acids of sodium hydroxide, sodium bicarbonate (NaHCO3), and sodium carbonate (Na2CO3) are 15.7, 6.36, and 10.33, respectively.

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Explanation:

Carboxylic acids are all soluble in solutions of NaOH, Na2CO3 and NaHCO3 due to the formation of a sodium salt of the acid.

In all these cases, the sodium salt of cyclohexanecarboxylicacid formed is more soluble in water than the parent acid.

When the acid is dissolved in sodium bicarbonate or sodium carbonate, carbon dioxide gas is also evolved.

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