Chemical Biology 3OA3, September 2009 Page 31 Procedure 1. α-and β-D-Glucose penta-acetate. Weigh your catalyst into a 50 mL round bottom flask: Zinc chloride: 0.5 g Or Sodium acetate: 1.2 g (NOTE: the catalysts need to be reasonably anhydrous: keep the lids of the bottles tightly closed, and cap your flask) Add 12 mL of acetic anhydride (Lachrymator: Hood!) and 2 g glucose. Add a boiling stone and attach a condenser in the reflux position. Heat slowly until the mixture begins to boil. Use a heating mantle. To avoid charring the sugar, touch the flask onto the hot surface of the mantle, then remove. Swirl the contents to help mixing. Once the reaction begins, remove the heat source, and allow the exothermic reaction to sustain the reflux. Boil the mixture for a further two minutes, by gently touching the flask to the mantle. Pour the hot mixture into 200 mL of an ice-water slush, while rapidly stirring with a glass rod. Stir until all the oil has solidified: this may take a few minutes.
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