Essential Organic Chemistry (3rd Edition)

3rd Edition

ISBN: 9780321937711

Author: Paula Yurkanis Bruice

Publisher: PEARSON

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Textbook Question

Chapter 13.10, Problem 23P

a. If the biosynthesis of palmitic acid were carried out with CD₃COSR and nondeuterated malonyl thioester, how many deuterium atoms would be incorporated into palmitic acid?

b. If the biosynthesis of palmitic acid were carried out with −OOCCD₂COSR and nondeuterated acetyl thioester, how many deuterium atoms would be incorporated into palmitic acid?

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Chapter 13.10, Problem 22P

Chapter 13, Problem 24P

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I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."

Chapter 13 Solutions

Essential Organic Chemistry (3rd Edition)

Ch. 13.1 - Identify the most acidic hydrogen in each...Ch. 13.1 - Prob. 2P Ch. 13.1 - Prob. 3P Ch. 13.1 - Prob. 4P Ch. 13.1 - Explain why HO cannot remove a proton from the...Ch. 13.2 - Prob. 6P Ch. 13.2 - Prob. 7P Ch. 13.3 - Prob. 8P Ch. 13.3 - Prob. 9P Ch. 13.3 - Prob. 10P

Ch. 13.4 - Prob. 11P Ch. 13.5 - Prob. 12P Ch. 13.5 - Prob. 13P Ch. 13.6 - Prob. 14P Ch. 13.7 - Prob. 16P Ch. 13.8 - Prob. 17P Ch. 13.8 - Prob. 18P Ch. 13.8 - Prob. 19P Ch. 13.9 - Prob. 20P Ch. 13.10 - Propose a mechanism for the formation of...Ch. 13.10 - Prob. 22P Ch. 13.10 - a. If the biosynthesis of palmitic acid were...Ch. 13 - Draw the enol tautomers for each of the following...Ch. 13 - Number the following compounds in order from...Ch. 13 - Prob. 26P Ch. 13 - Explain why the pKa of a hydrogen bonded to the...Ch. 13 - Prob. 28P Ch. 13 - Prob. 29P Ch. 13 - Prob. 30P Ch. 13 - Prob. 31P Ch. 13 - Prob. 32P Ch. 13 - Prob. 33P Ch. 13 - Using cyclopentanone as the reactant, show the...Ch. 13 - Prob. 35P Ch. 13 - Prob. 36P Ch. 13 - Prob. 37P Ch. 13 - Prob. 38P Ch. 13 - Prob. 39P Ch. 13 - Prob. 40P Ch. 13 - Prob. 41P Ch. 13 - Prob. 42P Ch. 13 - Prob. 43P Ch. 13 - Prob. 44P Ch. 13 - Describe how the following compounds can be...Ch. 13 - Prob. 46P Ch. 13 - Which would require a higher temperature:...Ch. 13 - Prob. 48P Ch. 13 - Propose a mechanism for the following reaction:Ch. 13 - Show how the following compounds could be...Ch. 13 - Prob. 51P Ch. 13 - Prob. 52P

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Solution Summary: The author explains how the number of deuterium atoms that are incorporated in palmitic acid is determined if and nondeuterated malonyl thioester are used as starting materials.

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Chapter 13 Solutions