9th Edition

ISBN: 9780134645704

Author: WADE AND SIMEK

Publisher: PEARSON

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Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

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Textbook Question

Chapter 5, Problem 5.39SP

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.

Chapter 5, Problem 5.39SP, A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some

a. (a) Does the product have any asymmetric carbon atoms or other stereocenters?
b. (b) Is the product capable of showing optical activity? If it is, explain how.
c. (c) If this reaction could be accomplished using H₂ and a nickel catalyst, would the product be optically active? Explain.

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

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Chapter 5, Problem 5.38SP

Chapter 5, Problem 5.40SP

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Chapter 5 Solutions

ORGANIC CHEMISTRY

Ch. 5.2 - Determine whether the following objects are chiral...Ch. 5.2A - Prob. 5.2P Ch. 5.2B - Prob. 5.3P Ch. 5.2B - Prob. 5.4P Ch. 5.2C - Prob. 5.5P Ch. 5.3 - Prob. 5.6P Ch. 5.3 - Prob. 5.7P Ch. 5.4D - Prob. 5.8P Ch. 5.4D - Prob. 5.9P Ch. 5.4D - Prob. 5.10P

Ch. 5.5 - Prob. 5.11P Ch. 5.7 - When optically pure (R)-2-bromobutane is heated...Ch. 5.7 - Prob. 5.13P Ch. 5.8 - Prob. 5.14P Ch. 5.9B - Draw three-dimensional representations of the...Ch. 5.10A - For each sot of examples, make a model of the...Ch. 5.10A - Draw a Fischer projection for each compound....Ch. 5.10B - Prob. 5.18P Ch. 5.10C - For each Fischer projection, label each asymmetric...Ch. 5.11C - Prob. 5.20P Ch. 5.13 - Prob. 5.21P Ch. 5.13 - Prob. 5.22P Ch. 5.15 - Prob. 5.23P Ch. 5.16A - Prob. 5.24P Ch. 5 - The following four structures are naturally...Ch. 5 - For each structure, 1. star () any asymmetric...Ch. 5 - Prob. 5.27SP Ch. 5 - Prob. 5.28SP Ch. 5 - Prob. 5.29SP Ch. 5 - Prob. 5.30SP Ch. 5 - Prob. 5.31SP Ch. 5 - Prob. 5.32SP Ch. 5 - Prob. 5.33SP Ch. 5 - Prob. 5.34SP Ch. 5 - For each structure, 1. draw all the stereoisomers....Ch. 5 - Prob. 5.36SP Ch. 5 - Prob. 5.37SP Ch. 5 - 3,4-Dimethylpent-1-ene has the formula...Ch. 5 - A graduate student was studying enzymatic...Ch. 5 - Prob. 5.40SP Ch. 5 - Prob. 5.41SP

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Solution Summary: The author explains that chiral centres signify the presence of asymmetric carbon atoms. The plane of vibration is rotated by chiral compounds.

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Chapter 5 Solutions