1. outline a procedure for separating a mixture of naphthalene (a neutral compound), toluic acid (an acidic compound), and p-bromoaniline (a basic compound). Assume that toluic acid and p-bromoaniline are completely insoluble in water.

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter43: Amines
Section: Chapter Questions
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1. outline a procedure for separating a mixture of naphthalene (a neutral compound), toluic acid (an acidic compound), and p-bromoaniline (a basic compound). Assume that toluic acid and p-bromoaniline are completely insoluble in water.

2. The solubility of Lorazepam (a tranquilizer found in Emotival , Lorax, Wypax, and other prescription medicines) is 0.08mg/mL and 2.62mg/mL, in water and chloroform, respectively. Estimate the partition coefficient of lorazepam between chloroform and water.

3. The solubility of benzoic acid at 25 degrees Celsius in water and diethyl ether is 3.35 mg/mL and 0.353 g/mL, respectively. Estimate the percent recovery of benzoic acid in the organic phase, if a solution of benzoic acid in water is extracted with an equivalent volume of ether. [HINT-pay attention to the units]

4. The solubilities of cholesterol in  water and chloroform are 0.550mg/100mL and 1.00g/5.25mL, respectively. Estimate the partition coefficient of cholesterol between chloroform and water. [HINT- units] What conclusion can be drawn about the polarity of cholesterol? 

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