Q: During a purification experiment, Compound X is extracted from ethyl acetate in which it is readily soluble into an aqueous Solution A in which it is only moderately soluble. Compound X has a pKa of 2.8 and has a carboxylic acid as its primary functional group. In the next step, the student wants to precipitate Compound X and attempts different experimental conditions. The observations from two conditions are shown in the table below. � Condition 1 Condition 2 pH 6.5 0.5 Assuming the there is no difference in the experimental conditions except for the pH, which of the following is true?
A		Condition 1 will precipitate Compound X because Compound X will be insoluble when the pH is above the pKa
B		Condition 2 will precipitate Compound X because Compound X will be insoluble when the pH is below the pKa
C		Condition 1 will precipitate Compound X because Compound X will be insoluble when the pH is below the pKa
D		Condition 2 will precipitate Compound X because Compound X will be insoluble when the pH is above the pKa

Acid/Base Equilibria | Solutions | Carboxylic Acids |