Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 26.2C, Problem 26.9P
Chain branching is not as common with anionic
- a. Propose a mechanism for chain branching in the polymerization of acrylonitrile.
- b. Compare the relative stabilities of the intermediates in this mechanism with those you drew for chain branching in the cationic polymerization of styrene (Problem26-6). Explain why chain branching is less common in this anionic polymerization.
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Part II. Given two isomers: 2-methylpentane (A) and 2,2-dimethyl butane (B) answer the following:
(a) match structures of isomers given their mass spectra below (spectra A and spectra B)
(b) Draw the fragments given the following prominent peaks from
each spectrum:
Spectra A m/2 =43 and 1/2-57
spectra B m/2 = 43
(c) why is 1/2=57 peak in spectrum A more intense compared
to the same peak in spectrum B.
Relative abundance
Relative abundance
100
A
50
29
29
0
10
-0
-0
100
B
50
720
30
41
43
57
71
4-0
40
50
60 70
m/z
43
57
8-0
m/z = 86
M
90 100
71
m/z = 86
M
-O
0
10 20 30
40 50
60
70
80
-88
m/z
90
100
Part IV. C6H5 CH2CH2OH is an aromatic compound which was subjected to Electron Ionization - mass
spectrometry (El-MS) analysis. Prominent m/2 values: m/2 = 104 and m/2 = 9) was obtained.
Draw the structures of these fragments.
For each reaction shown below follow the curved arrows to complete each equationby showing the structure of the products. Identify the acid, the base, the conjugated acid andconjugated base. Consutl the pKa table and choose the direciton theequilibrium goes. However show the curved arrows. Please explain if possible.
Chapter 26 Solutions
Organic Chemistry (9th Edition)
Ch. 26.2A - Show the intermediate that would result if the...Ch. 26.2A - Prob. 26.2PCh. 26.2A - Prob. 26.3PCh. 26.2B - Prob. 26.4PCh. 26.2B - Prob. 26.5PCh. 26.2B - Chain branching occurs in cationic polymerization...Ch. 26.2C - Prob. 26.7PCh. 26.2C - Prob. 26.8PCh. 26.2C - Chain branching is not as common with anionic...Ch. 26.3 - Prob. 26.10P
Ch. 26.5 - Prob. 26.11PCh. 26.6 - Prob. 26.12PCh. 26.7A - Prob. 26.13PCh. 26.7B - Prob. 26.14PCh. 26.7B - Prob. 26.15PCh. 26.7C - a. Propose a mechanism for the reaction of...Ch. 26.7C - Prob. 26.17PCh. 26.7D - Prob. 26.18PCh. 26.7D - Prob. 26.19PCh. 26.7D - Prob. 26.20PCh. 26 - Prob. 26.21SPCh. 26 - Prob. 26.22SPCh. 26 - Poly(trimethylene carbamate) is used in...Ch. 26 - Prob. 26.24SPCh. 26 - Urylon fibers are used in premium fishing nets...Ch. 26 - Prob. 26.26SPCh. 26 - Prob. 26.27SPCh. 26 - Polyoxymethylene (polyformaldehyde) is the tough,...Ch. 26 - Prob. 26.29SPCh. 26 - Prob. 26.30SPCh. 26 - Prob. 26.31SPCh. 26 - Prob. 26.32SPCh. 26 - Prob. 26.33SPCh. 26 - Prob. 26.34SPCh. 26 - The polyester named Lactomer is an alternating...Ch. 26 - Prob. 26.36SP
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