Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Question
Chapter 29.6, Problem BQ
Interpretation Introduction
Interpretation:
Among the given terms, the term that explains reason for addition of water to cyanoacrylate has to be identified.
Concept introduction:
Anionic Polymerizations: It can be initiated by addition of a nucleophile to an activated
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Why does the weak nucleophile, water, efficiently add to the cyanoacrylate?
1. Superglue must possess hydroxide as a promoter to initiate the polymerization in the presence of water.
2. The carbanion formed by nucleophilic addition of water is resonance-stabilized by two electron-withdrawing groups.
3. The zwitterion formed by addition of water is well solvated in the cyanoacrylate matrix of the glue.
4. Both 1 and 2.
6. Nylon 6 is commercially produced via the hydrolytic polymerization of E-caprolactam
(azepan-2-one). The mechanism can occur via chain-growth and step-growth
mechanisms. Draw these two mechanisms and explain which is expected to
predominate.
Which illustrates a random co-polymer?
а.
b.
wan
d.
Chapter 29 Solutions
Organic Chemistry
Ch. 29.2 - Prob. 29.1PCh. 29.5 - Prob. 29.2PCh. 29.6 - Prob. AQCh. 29.6 - Prob. BQCh. 29.6 - Prob. CQCh. 29.6 - Prob. DQCh. 29.6 - Prob. EQCh. 29.6 - Prob. FQCh. 29.6 - Prob. 29.3PCh. 29.6 - Prob. 29.4P
Ch. 29 - Prob. 29.5PCh. 29 - Prob. 29.6PCh. 29 - Prob. 29.7PCh. 29 - Prob. 29.8PCh. 29 - Prob. 29.9PCh. 29 - Prob. 29.10PCh. 29 - Prob. 29.11PCh. 29 - Prob. 29.12PCh. 29 - Prob. 29.13PCh. 29 - Prob. 29.14PCh. 29 - Prob. 29.15PCh. 29 - Prob. 29.16PCh. 29 - Polycarbonates (Section 29.5C) are also formed by...Ch. 29 - Prob. 29.18PCh. 29 - Prob. 29.19PCh. 29 - Prob. 29.20PCh. 29 - Prob. 29.21PCh. 29 - Draw a structural formula of the polymer resulting...Ch. 29 - Prob. 29.23PCh. 29 - Prob. 29.24PCh. 29 - Prob. 29.25PCh. 29 - Select the monomer in each pair that is more...Ch. 29 - Prob. 29.27PCh. 29 - Prob. 29.28PCh. 29 - Prob. 29.29PCh. 29 - Prob. 29.30PCh. 29 - Prob. 29.31PCh. 29 - Prob. 29.32PCh. 29 - Prob. 29.33PCh. 29 - Radical polymerization of styrene gives a linear...Ch. 29 - Prob. 29.35PCh. 29 - Prob. 29.36PCh. 29 - Prob. 29.37PCh. 29 - Prob. 29.38P
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- Radical polymerization of styrene gives a linear polymer. Radical polymerization of a mixture of styrene and 1,4-divinylbenzene gives a cross-linked network polymer of the type shown in Figure 29.1. Show by drawing structural formulas how incorporation of a few percent of 1,4-divinylbenzene in the polymerization mixture gives a cross-linked polymer.arrow_forward2.70 Why do you think an inhibitor molecule is needed to induce the polymerization of ethylene?arrow_forwardMonomers/initators used in free radical polymerization i) What monomer can be used with benzoyl peroxide and under what conditions? ii) What monomer can be used with di-tert-butyl peroxide and under what conditions? iii) What monomer can be used with hydrogen peroxide and under what condition?arrow_forward
- Draw a chemical reaction scheme for the benzoyl peroxide-initiated polymerization of vinyl chloride showing the initiation, propagation and termination steps. The termination steps should include combination, disproportionation and transfer to initiator. (Assume that there is no secondary decomposition of primary radicals and that regioselective in the propagating step is 100% H-T).arrow_forwardplease provide detailed solution and give the explanation of the correct and incorrect options... Please give answer as soon as possiblearrow_forward2. If 0.52 moles of terephthalic acid are reacted with 0.50 moles of ethylene glycol, what is the number average degree of polymerization at 90 and 100% reaction?arrow_forward
- 4. The cationic polymerization of polyisobutylene is industrially important. For which applications? Draw the mechanism of the initiation with aluminium chloride the first propagation steps.arrow_forwardExplain why acrylonitrile (CH2 = CHCN) undergoes cationic polymerization more slowly than but-3-enenitrile (CH2 = CHCH2CN).arrow_forward5.2 A batch of poly(butylene terephthalate), PBT, is made by reacting butylene glycol (also known as 1,4-butane diol) with terephthalic acid, see example 2.4C. A total of 5 moles of polymer is made. The mixture contains 1.06 moles with a molecular weight of 207,900, 0.65 moles with a molecular weight of 210,100, 0.54 moles with a molecular weight of 211,420, 1.13 moles with a molecular weight of 212,080, 0.77 moles with a molecular weight of 215,160, and 0.85 moles with a molecular weight of 480,920. (Note: the above means that there are 1.06 moles of chains that have the same degree of polymerization to give the MW of 207,900, and similar for each of the other entries)arrow_forward
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