Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 28.9, Problem 8P
Problem 28.8
How will the average chain length of polystyrene vary with the amount of butyllithium used to initiate
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Nylon 6 is a polyamide used in the manufacture of ropes. It can be prepared via hydrolysis of e-caprolactam to form e-aminocaproic
acid followed by acid-catalyzed polymerization.
&
e-caprafactare
27.16a
Hyd
aminocaproic acid
Identify the structure of Nylon 6.
Nylon
Rank the following monomers in order of increasing reactivity toward anionic polymerization
(least reactive to most reactive).
18.
Problem 26.10 (p. 1324) highlighted the cationic ring-opening polymerization of oxetane, producing polyoxetane.
Polyoxetane can be synthesized via an anionic polymerization, too.
(a) Propose a synthesis of polyoxetane via anionic polymerization and show the mechanism for the first two
propagation steps.
(b) Draw a condensed formula for polyoxetane.
(c) Do you expect polyoxetane to be more or less soluble in water than poly(ethylene oxide)? Justify your answer.
(d) Do you expect polyoxetane to have a higher or lower melting point than poly(ethylene oxide)? Justify your answer.
Oxetane
Chapter 28 Solutions
Organic Chemistry - Standalone book
Ch. 28.2 - Prob. 1PCh. 28.3 - Prob. 2PCh. 28.3 - Prob. 3PCh. 28.4 - Prob. 4PCh. 28.7 - Problem 28.5 (a) Write a chemical equation for the...Ch. 28.7 - Prob. 6PCh. 28.8 - Prob. 7PCh. 28.9 - Problem 28.8 How will the average chain length of...Ch. 28.9 - Prob. 9PCh. 28.11 - Prob. 10P
Ch. 28.11 - Prob. 11PCh. 28.12 - Prob. 12PCh. 28.13 - Prob. 13PCh. 28.14 - Prob. 14PCh. 28 - Prob. 15PCh. 28 - Prob. 16PCh. 28 - Prob. 17PCh. 28 - Prob. 18PCh. 28 - Prob. 19PCh. 28 - Prob. 20PCh. 28 - Of the following monomers, which one would undergo...Ch. 28 - Prob. 22PCh. 28 - Polymerization of styrene can occur by a...Ch. 28 - Styrene undergoes anionic polymerization at a...Ch. 28 - Prob. 25PCh. 28 - Prob. 26PCh. 28 - Prob. 27PCh. 28 - Prob. 28PCh. 28 - Prob. 29PCh. 28 - Prob. 30PCh. 28 - Prob. 31PCh. 28 - Prob. 32DSPCh. 28 - Prob. 33DSPCh. 28 - Prob. 34DSPCh. 28 - Prob. 35DSPCh. 28 - Prob. 36DSPCh. 28 - Prob. 37DSPCh. 28 - Prob. 38DSP
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- Draw the monomers required to synthesize this condensation polymer. + Draw the Electrophilic Monomer + Draw the Nucleophilic Monomer FO acid catalyst, heatarrow_forwardWhat polymer would form folowing the following reaction? Run A B C. CompsundAarrow_forward26.12 Poly(3-methyl-1,5-pentanediol n HO mechanism for this step-growth polymerization. OH adipate) can be prepared by this reaction. Propose a n EtO OEt heat funding Poly(3-methyl-1,5-pentanediol adipate) + EtOHarrow_forward
- Draw the monomers required to synthesize this condensation polymer. + Draw the Electrophilic Monomer + Draw the Nucleophilic Monomer acid catalyst, heat Gallarrow_forward26.12 Poly(3-methyl-1,5-pentanediol n HO mechanism for this step-growth polymerization. OH + adipate) can be prepared by this reaction. Propose a n EtO fordobyt Poly(3-methyl-1,5-pentanediol adipate) + EtOH heat LOEtarrow_forwardDelrin (polyoxymethylene) is a tough self-lubricating polymer used in gear wheels. It is made by polymerizing formaldehyde in the presence of an acidcatalyst. Is Delrin a chain-growth polymer or a step-growth polymer?arrow_forward
- 22.46 (a&d only)arrow_forward29.17 Polycarbonates tution route Propose a mechanism for this reaction. are also formed by using a nucleophilic aromatic substi- volving aromatic difluoro monomers and carbonate ion. nF -F + n Na,CO3 ++ 2 NaF An aromatic Sodium A polycarbonate Sodium difluoride carbonate fluoridearrow_forwardDraw a stepwise mechanism for the polymerization of isoprene to guttapercha using (CH3)3CO–OC(CH3)3 as the initiator.arrow_forward
- What products are formed by ring-opening metathesis polymerization of each alkene? a. b. C.arrow_forwardThe anionic polymerization of ε-caprolactam. Even if the reaction rate between caprolactam is slow, the reaction with lactamanion and acylactam occurs fast. After drawing the structure of the product of the reactions below, explain the reason through the stability of the product.arrow_forwardCationic polymerization of 3-phenylpropene (CH2=CHCH2Ph) affords Aas the major product rather than B. Draw a stepwise mechanism toaccount for this observation.arrow_forward
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