Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Question

Rationalize the selectivity observed in the benzil reduction. Draw the transition states of the nucleophilic attack leading to either meso or racemic products and indicate why one is more stable than the other.

C=O C=O Reduction of Benzil to Hydrobenzoin NaBH4 ethanol, water H- -OH £ £ or H- -OH HO- -H meso-hydrobenzoin racemic-hydrobenzoin HOH I
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Transcribed Image Text:C=O C=O Reduction of Benzil to Hydrobenzoin NaBH4 ethanol, water H- -OH £ £ or H- -OH HO- -H meso-hydrobenzoin racemic-hydrobenzoin HOH I
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