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A graduate student was studying enzymatic reductions of

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 39SP Chapter 5

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 39SP

A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active.

(a) Does the product have any asymmetric carbon atoms or other stereocenters?

(b) Is the product capable of showing optical activity? If it is, explain how.

(c) If this reaction could be accomplished using H2 and a nickel catalyst, would the product be optically active? Explain.

Step-by-Step Solution:

Solution 39SP

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Step 3 of 3

Chapter 5, Problem 39SP is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The full step-by-step solution to problem: 39SP from chapter: 5 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. Since the solution to 39SP from 5 chapter was answered, more than 371 students have viewed the full step-by-step answer. This full solution covers the following key subjects: Product, active, optically, other, NADPH. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. The answer to “A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. (a) Does the product have any asymmetric carbon atoms or other stereocenters?(b) Is the product capable of showing optical activity? If it is, explain how.(c) If this reaction could be accomplished using H2 and a nickel catalyst, would the product be optically active? Explain.” is broken down into a number of easy to follow steps, and 103 words.

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