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Distribution Coefficients 1. If 0.500 grams of caffeine is dissolved in 100 mL of water, what percentage of caffeine can be separated from the water using a single 40 mL sample of methylene chloride. P = 4.6 2. Benzoic acid can be separated from water using octanol as the organic solvent. The distribution coefficient for this water/octanol system is P = 1.87. Assuming that 1 gram of benzoic acid has been dissolved in 100 mL of water, how many 20 mL extractions must be done to extract 60+ percent of the benzoic acid from the water? 3. A 0.100 gram sample of phthalic acid was dissolved in 100 mL of water. When 25 mL of diethyl ether was used to extract the phthalic acid, 0.042 grams of phthalic acid were recovered. What is the distribution coefficient for this extraction? 4. Draw a graph (using Excel) that shows the percentage of solute (extractable compound) extracted from water using increasingly large volumes of organic solvent. Express the amount extracted as a percent of the total. Make the spreadsheet very general. Allow for the input of various distribution coefficients, amount of dissolved compound, and volume of aqueous solution. 1. ⁄ ⁄ 0.92 – 1.84x = x 0.92 = 2.84x 2. First extraction ⁄ ⁄ 0.374 – 0.374x = x 0.374 = 1.374x Second extraction ⁄ ⁄ 0.2722 – 0.374x = x 0.2722 = 1.374x Third extraction ⁄ ⁄ 0.1979 – 0.374x = x 0.1979 = 1.374x 3. ⁄ ⁄ 4. You should begin by solving the extraction equation so that the grams of extracted solute is in terms of the volume of extracting solvent. ⁄ ⁄ It will be difficult to solve this equation using the long words to describe each part so let’s simplify the variables, g extracted solute = gx g solute = gs vol. extracting solvent = vx vol. water = vw Our equation is now, ⁄ ⁄ We want to rearrange this equation so that we have gx in terms of vx. So, rearranging, This is our equation. We can test is by using the number given in problem #1. P = 4.6 vx = 40 mL gs = 0.500 gram sample vw = 100 mL Finally, we can calculate the percentage directly by dividing our answer (gx) by the grams of sample (gs) and multiplying by 100. So now, we need to make an Excel spreadsheet to do this calculation for us for various volumes of extracting solvent. The Excel file that does this for you is online with this problem set. You will notice that the amount extracted increases with the volume of extracting solvent but it also increases when you lower the volume of the water. So, it is easier to extract stuff out of a more concentrated water solution. You will also get more extracted if the distribution coefficient increases.