Answer Happy

Procedure: DRAW THE REAGENT TABLE IN YOUR NOTEBOOK PRIOR TO COMING TO LAB. Leave the values in the Reagent Table blank, except for the Chemicals, MW/FW and Density/Concentration columns.

Part B 1. Reduction: Follow the procedure on p. 284 (295 in 6th ed). You will be measuring out 0.100 g of the camphor you synthesized in the oxidation experiment, transferring it to a 25-mL Erlenmeyer flask and proceeding with paragraph 2 of the reduction procedure. If you do not have enough product, ask your instructor to provide you with more camphor. 2. Isolation of Product: Follow the procedure on p. 284 (295-296 in 6th ed). Use anhydrous magnesium sulfate as your drying agent instead of anhydrous sodium sulfate.

on of Reductions. The camphor obtained in Part A should not contain borneol. If it does, show your infrared spectrum to your instructor and ask for advice. If the amount of camphor obtained in Part A is less than 0.1 g, obtain some camphor from the supply shelf to supplement your yield. If the amount is more than 0.1 g, scale up the reagents appropriately from the following amounts. Add 2.0 mL of methanol to the camphor contained in a 25-mL Erlenmeyer flask. Stir with a glass stirring rod until the camphor has dissolved. In portions, cautiously and intermittently add 0.10 g of sodium borohydride to the solution with a spatula. When all of the borohydride is added, boil the contents of the flask on a warm hot plate (low setting) for 2 minutes. Add more methanol if necessary to replace the solvent lost by evaporation. Isolation and Analysis of Product. Allow the reaction mixture to cool for sev- eral minutes, and carefully add 5 mL of ice water. Collect the white solid by filtering it on a Hirsch funnel and, by using suction, allow the solid to dry for a few minutes. Transfer the solid to a dry Erlenmeyer flask. Add about 5 mL of methylene chloride to dissolve the product. Once the product has dissolved (add more solvent, if necessary), dry the solution over granular anhydrous sodium sulfate (see Technique 12, Section 12.9). When dry, the solution should not be cloudy. If the solution is still cloudy, add some more granular anhydrous sodium sulfate. Transfer the solution from the drying agent into a preweighed dry flask. Evaporate the solvent in a hood, as described in Part A.