Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 26.2B, Problem 26.4P
Interpretation Introduction
Interpretation: The reason for addition of isobutylene molecules do not occurs at the opposite position in its cationic polymerisation with
Concept Introduction: Cationic polymerisation is the polymerisation in which the reaction of formation of
To determine: The reason for no isobutyl molecules adds to opposite orientation in the polymerisation reaction.
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Styrene can autoinitiate free radical polymerization and form polystyrene in the absence of an initiator. At temperatures
>100 °C, radicals form due to homolysis of the T bond in the vinyl group. In the study of this reaction, researchers
have found 1,2-diphenylcyclobutane in samples of heated styrene. The following mechanism for the formation of
1,2-diphenylcyclobutane has been proposed:
Step 1: Homolysis of the vinyl T bond in a styrene molecule
Step 2: Homolysis of the vinyl T bond in a second styrene molecule
Step 3: Tail-to-tail addition of the radicals from Steps 1 and 2
Step 4: Radical coupling of the diradical formed in Step 3
(a) Use curved arrow notation to show the steps in this mechanism.
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(c) Why is the use of an initiator such as benzoyl peroxide more efficient in the synthesis of polystyrene than
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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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