Lab4 SodiumBorohydride - The Sodium Borohydride Reduction...

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The Sodium Borohydride Reduction of Benzil and Benzoin Anita Wong, Lab Section 302, Performed October 17, 2007 Purpose In this experiment, the reactions of benzyl and benzoin with the reducing agent sodium borohydride were studied. Sodium borohydride, being selective, only reduces aldehydes and ketones, not double carbon bonds. The purity of the product was determined by taking the melting point of the product. Results The product that resulted with benzil as the starting compound had a melting point of 137.6-139.3°C. The mixed melting point of the product combined with benzil was 87.5- 90.2°C. The amount of product produced was 0.061 grams, and percent yield of product was determined to be 80.6% yield. My partner, Daniel Wu, completed the reaction using benzoin instead of benzil. The melting point of his product was 131-135°C, and the mixed melting point of the product and the benzoin was 130-139°C. His amount of product produced was 0.060 g, and the percent yield of the product was 80.1%. Together, the mixed melting points of the two products was determined to be 130.0- 132.3°C. Discussion There are three possible stereoisomer products from the reduction of benzoin, the meso form, the (1R, 2R) enantiomer, and (1S, 2S) enantiomer (see attached sheet).
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This note was uploaded on 07/15/2008 for the course CHEM 3BL taught by Professor Chunmei during the Fall '08 term at University of California, Berkeley.

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Lab4 SodiumBorohydride - The Sodium Borohydride Reduction...

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