The reaction of sodium borohydride with ketones proceeds rapidly at room temperature, forming an intermediate borate ester which is hydrolyzed to give the product alcohol:  4 R2C=O + Na+BH4-    --->     (R2CHO)4B-Na+ (R2CHO)4B-Na+   + 2H2O ---> 4R2CHOH + Na+BO2- Rewrite these two steps using benzil as the ketone, and using structural formulas throughout, rather than the condensed forms above.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter18: Functional Derivatives Of Carboxylic Acids
Section: Chapter Questions
Problem 18.43P: The following sequence of steps converts (R)-2-octanol to (S)-2-octanol. Propose structural formulas...
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The reaction of sodium borohydride with ketones proceeds rapidly at room temperature, forming an intermediate borate ester which is hydrolyzed to give the product alcohol: 

4 R2C=O + Na+BH4-    --->     (R2CHO)4B-Na+

(R2CHO)4B-Na+   + 2H2O ---> 4R2CHOH + Na+BO2-

Rewrite these two steps using benzil as the ketone, and using structural formulas throughout, rather than the condensed forms above.

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