How does the extraction procedure differ when the organic phase is (a) less dense than water and (b) more dense than water?What differences did you observe between the two drying agents that you used in today's extraction precedures?

Procedure Weigh approximately | gram of the dimethoxybenzene/benzoic acid mixture into a small Erlenmeyer flask. + Add 45 mL of diethyl ether, cool the ether in an ice bath, and dissolve the mixture. + Transfer the solution to a separatory funnel, rinsing the flask with more cooled ether. Add 10 mL of cooled 0.5 N sodium hydroxide to the funnel and shake to form water- soluble benzoate ions. Separate the aqueous phase and repeat extraction with fresh chilled sodium hydroxide. Wash the organic layer with 10 mL of cooled deionized water, and transfer to a labeled 250 mL Erlenmeyer flask. Dry the ether layer with anhydrous sodium sulfate, then stopper and set aside. Acidify the aqueous phase with 5 mL of cooled 3 M hydrochloric acid to precipitate benzoic acid. + Extract benzoic acid using three 10 mL portions of methylene chloride, combining extracts in a 250 mL flask. + Dry the methylene chloride extracts with anhydrous magnesium sulfate. Filter both the organic solutions into separate pre-weighed 50 mL Erlenmeyer flasks. Evaporate the solvents using a hot water bath, cool the flasks, and weigh to determine the product amounts. Determine the melting point of each product and compare it with literature values. * Calculate the percent total recovery of the two compounds and store them appropriately