Reduction of Vanillin Name: Vivian Ezike Teaching Assistant: Matt Vanden Eynden Purpose: To prepare and purify vanillyl alcohol via a reduction reaction with sodium borohydride, using vanillin. Procedure: Vanillin (2.9940 g, 19.68 mmol) and sodium hydroxide( 1M aq, 22mL) were placed in a 125mL Erlenmeyer flask. The flask was then cooled in an ice bath to approximately 10° C. Sodium borohydride (.4091g, 10.81 mmol) was then added to the flask in the ice bath over a period of about six minutes with swirling. The flask was then removed from the ice bath and allowed to stand at room temperature for 30 minutes. After this time, the solution appeared to be brown in color. 3M HCl ( approx 35mL) was slowly added to the mixture in small portions until the solution was slightly acidic. Once crystals formed, the flask was placed in an ice bath to sit. Once crystallization was complete, the crystalline product was isolated via vacuum filtration and washed with cold water (3 x 10mL).The crude vanillyl alcohol was then
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