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EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 8220100591310
Author: McMurry
Publisher: CENGAGE L
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Chapter 27.SE, Problem 25AP
Interpretation Introduction
Interpretation:
The structure of stearolic acid (C18H32O2) which on catalytic hydrogenation yields stearic acid and upon treatment with ozone gives nonanoic acid and nonanedioic acid is to be proposed.
Concept introduction:
Catalytic hydrogenation reduces double bond and triple bonds in unsaturated compounds to yield saturated compounds. During ozonolysis double bonds are cleaved to yield carbonyl compounds while triple bonds are cleaved to yield carboxylic acids.
To propose:
The structure of stearolic acid (C18H32O2) which on catalytic hydrogenation yields stearic acid and upon treatment with ozone gives nonanoic acid and nonanedioic acid.
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Step 7: Check your work. Does your synthesis strategy give a substitution reaction with the expected regiochemistry and
stereochemistry? Draw the expected product of the forward reaction.
-
- CN
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Clearly show stereochemistry.
Question
NH2
1. CH3–MgCl
2. H3O+
?
As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as
its major product:
If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you
can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with
different stereochemistry.
If the major products of this reaction won't have a new C - C bond, just check the box under the drawing area and leave it blank.
Click and drag to start drawing a
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This reaction will not make a product with a new C - C bond.
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Chapter 27 Solutions
EBK ORGANIC CHEMISTRY
Ch. 27.1 - Carnauba wax, used in floor and furniture...Ch. 27.1 - Draw structures of glyceryl tripalmitate and...Ch. 27.2 - Prob. 3PCh. 27.2 - Write the saponication reaction of glyceryl...Ch. 27.4 - Prob. 5PCh. 27.5 - Prob. 6PCh. 27.5 - Prob. 7PCh. 27.6 - Draw the following molecules in chair...Ch. 27.6 - Lithocholic acid is an A–B cis steroid found in...Ch. 27.7 - Prob. 10P
Ch. 27.SE - Prob. 11VCCh. 27.SE - Propose a biosynthetic pathway for the...Ch. 27.SE - Identify the following fatty acid, and tell...Ch. 27.SE - Prob. 14MPCh. 27.SE - Prob. 15MPCh. 27.SE - Prob. 16MPCh. 27.SE - Prob. 17APCh. 27.SE - Fats can be either optically active or optically...Ch. 27.SE - Prob. 19APCh. 27.SE - Show the products you would expect to obtain from...Ch. 27.SE - Draw a Newman projection along the C2-C3 bond of...Ch. 27.SE - The plasmalogens are a group of lipids found in...Ch. 27.SE - Prob. 23APCh. 27.SE - Prob. 24APCh. 27.SE - Prob. 25APCh. 27.SE - Prob. 26APCh. 27.SE - Prob. 27APCh. 27.SE - Prob. 28APCh. 27.SE - Prob. 29APCh. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Prob. 34APCh. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Prob. 37APCh. 27.SE - Prob. 38APCh. 27.SE - Prob. 39APCh. 27.SE - What product would you obtain by reduction of...Ch. 27.SE - Prob. 41APCh. 27.SE - Eleostearic acid, C18H30O2, is a rare fatty acid...Ch. 27.SE - Prob. 43APCh. 27.SE - Prob. 44APCh. 27.SE - Propose a synthesis of diethylstilbestrol (Problem...Ch. 27.SE - Prob. 46APCh. 27.SE - Cembrene, C20H32, is a diterpenoid hydrocarbon...Ch. 27.SE - α-Fenchone is a pleasant-smelling terpenoid...Ch. 27.SE - Prob. 49APCh. 27.SE - Propose a mechanism for the biosynthesis of the...
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