The pain reliever phenacetin is soluble in cold water to the extent of 1.0 g / 1310 mL and soluble in diethyl ether to the extent of 1.0 g / 90 mL.
(a) Determine the approximate distribution coefficient for phenacetin in these two solvents.
(b) If 50 mg of phenacetin were dissolved in 100 mL of water, how much ether would be required to extract 90% of the phenacetin in a single extraction?
(c) What percent of the phenacetin would be extracted from the aqueous solution in (b) by two 25-mL portions of ether?
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