Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
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Chapter 13, Problem 13.67AP
Interpretation Introduction
Interpretation:
The product of the given reaction is to be predicted.
Concept Introduction:
Addition reaction: A general reaction type in which a substance X-Y adds to the multiple bond of an unsaturated reactant to yield a saturated product that has only single bonds.
Hydrogenation (Addition of
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draw the alkane strucutre based off the IR spectrum, 1H NMR spectrum, and 13C NMR spectrum for this compound.
For the following reaction:
HNO3
H2SO4
NO2
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NO2
10%
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82%
1. Write a reasonable mechanism, using curved arrow notation to show the flow of electrons, for
the formation of all three products. Your answer should include all important resonance
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The decomposition of various substituted benzyl azoxyarenesulfonates in
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F3C OH
CF3
HO,S
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The decomposition of various substituted benzyl azoxyarenesulfonates in
trifluoroethanol was studied. The overall reaction is shown below
F,C OH
HO,S
+ N,0
Y
kobs (S ')
3-CI
CH3
3.1 x 10-7
4-CI
CH3
2.3 Ñ… 10-6
3-CH3
4-CH3
4-OCH3 CH3
CHs 4.7Ñ… 10-6
CH3 7.6Ñ… 10-6
CH3 6.0 x 10-5
1.7 x 10-3
4-CH OCH3 4.24 x 10-5
4-CH3
4-CH3
4-CH3
CH3
Br
6.0 x 10-5
1.91 x 10-4
CN
4.65 x 10-4
a. Using the data provided, prepare Hammett plots to quantify the effects of the
substituents X and Y on the reaction's rate. Attach them to your problem set.
b. Based on your Hammett analysis, propose a complete, curved-arrow mechanism for
this reaction. Use a sentence or two to explain how your Hammett analyses support
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Chapter 13 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 13.2 - Prob. 13.1PCh. 13.2 - Prob. 13.2PCh. 13.2 - What are the IUPAC names of the two alkenes shown...Ch. 13.3 - Prob. 13.4PCh. 13.3 - Prob. 13.5PCh. 13.3 - Prob. 13.6KCPCh. 13.5 - Prob. 13.7PCh. 13.5 - Many biological transformations can be simply...Ch. 13.5 - (a) After the reaction of 11-cis-retinal with...Ch. 13.5 - Prob. 13.2CIAP
Ch. 13.5 - Prob. 13.3CIAPCh. 13.6 - Prob. 13.9PCh. 13.6 - Prob. 13.10PCh. 13.6 - Prob. 13.11PCh. 13.6 - Prob. 13.12PCh. 13.6 - Prob. 13.13PCh. 13.6 - Prob. 13.14KCPCh. 13.6 - Prob. 13.1MRPCh. 13.6 - Prob. 13.2MRPCh. 13.6 - Prob. 13.3MRPCh. 13.7 - Prob. 13.15PCh. 13.7 - Prob. 13.16PCh. 13.8 - Prob. 13.17PCh. 13.8 - Polychlorotrifluoroethylene (PCTFE (Kel-F)) is a...Ch. 13.9 - Prob. 13.19PCh. 13.9 - Prob. 13.20PCh. 13.9 - Prob. 13.21KCPCh. 13.10 - What products will be formed when toluene is...Ch. 13.10 - Prob. 13.23PCh. 13.10 - Prob. 13.4CIAPCh. 13.10 - Prob. 13.5CIAPCh. 13.10 - Prob. 13.6CIAPCh. 13 - Prob. 13.24UKCCh. 13 - Prob. 13.25UKCCh. 13 - Prob. 13.26UKCCh. 13 - Draw the product from reaction of the following...Ch. 13 - Prob. 13.28UKCCh. 13 - Prob. 13.29UKCCh. 13 - Prob. 13.30APCh. 13 - Prob. 13.31APCh. 13 - What family-name endings are used for alkenes,...Ch. 13 - Prob. 13.33APCh. 13 - Prob. 13.34APCh. 13 - Write structural formulas for compounds that meet...Ch. 13 - Prob. 13.36APCh. 13 - Prob. 13.37APCh. 13 - Draw structures corresponding to the following...Ch. 13 - Draw structures corresponding to the following...Ch. 13 - Seven alkynes have the formula C6H10. Draw them,...Ch. 13 - Prob. 13.41APCh. 13 - Prob. 13.42APCh. 13 - There are four different pentenes having the...Ch. 13 - Prob. 13.44APCh. 13 - Prob. 13.45APCh. 13 - Draw line structures for the following alkenes....Ch. 13 - Which compound(s) in Problem 13.43 can exist as...Ch. 13 - Prob. 13.48APCh. 13 - Prob. 13.49APCh. 13 - Which of the following pairs are isomers, and...Ch. 13 - Prob. 13.51APCh. 13 - Prob. 13.52APCh. 13 - Prob. 13.53APCh. 13 - Prob. 13.54APCh. 13 - Prob. 13.55APCh. 13 - Prob. 13.56APCh. 13 - Prob. 13.57APCh. 13 - Prob. 13.58APCh. 13 - Prob. 13.59APCh. 13 - What alkene could you use to make the following...Ch. 13 - Prob. 13.61APCh. 13 - Prob. 13.62APCh. 13 - Prob. 13.63APCh. 13 - Prob. 13.64APCh. 13 - For each of the following reagents, decide whether...Ch. 13 - Prob. 13.66APCh. 13 - Prob. 13.67APCh. 13 - Prob. 13.68APCh. 13 - Salicylic acid (o-hydroxybenzoic acid) is used as...Ch. 13 - The following names are incorrect by IUPAC rules....Ch. 13 - Prob. 13.71CPCh. 13 - Prob. 13.72CPCh. 13 - Prob. 13.73CPCh. 13 - Prob. 13.74CPCh. 13 - Menthene, a compound found in mint plants, has the...Ch. 13 - Prob. 13.76CPCh. 13 - Prob. 13.77CPCh. 13 - Two products are possible when 2-pentene is...Ch. 13 - Ocimene, a compound isolated from the herb basil,...Ch. 13 - Describe how you could prepare the following...Ch. 13 - Which of the following compounds are capable of...Ch. 13 - Prob. 13.82GPCh. 13 - Superglue is an alkene polymer made from the...Ch. 13 - Draw all possible C5H10 alkene isomers having a...
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