Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 15.2, Problem 8P
Why does methyl methacrylate not undergo cationic
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Draw the structure of the polymer that results from anionic polymerization of p-trichloromethylstyrene (CCl3C6H4CH =CH2) using ethylene oxide as the electrophile to terminate the chain.
Chapter 15 Solutions
Essential Organic Chemistry, Global Edition
Ch. 15.2 - Prob. 1PCh. 15.2 - Prob. 2PCh. 15.2 - Prob. 3PCh. 15.2 - Prob. 4PCh. 15.2 - List the following groups of monomers in order...Ch. 15.2 - List the following groups of monomers in order...Ch. 15.2 - Prob. 7PCh. 15.2 - Why does methyl methacrylate not undergo cationic...Ch. 15.2 - Which monomer and which type of initiator would...Ch. 15.2 - Prob. 10P
Ch. 15.2 - Prob. 11PCh. 15.5 - Draw a short segment of gutta-percha.Ch. 15.5 - Prob. 13PCh. 15.6 - Prob. 14PCh. 15.8 - Prob. 15PCh. 15.8 - Prob. 16PCh. 15.8 - Prob. 17PCh. 15.8 - a. Propose a mechanism for the formation of the...Ch. 15.8 - Propose a mechanism for the formation of Melmac.Ch. 15.8 - Explain why, when a small amount of glycerol is...Ch. 15.10 - Prob. 21PCh. 15 - Draw short segments of the polymers obtained from...Ch. 15 - Prob. 23PCh. 15 - Draw the structure of the monomer or monomers used...Ch. 15 - Draw short segments of the polymers obtained from...Ch. 15 - Prob. 26PCh. 15 - Prob. 27PCh. 15 - Prob. 28PCh. 15 - A particularly strong and rigid polyester used for...Ch. 15 - Prob. 30PCh. 15 - Prob. 31PCh. 15 - Prob. 32PCh. 15 - Prob. 33PCh. 15 - Prob. 34PCh. 15 - Prob. 35PCh. 15 - Delrin (polyoxymethylene) is a tough...
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- How are polyiodides synthesized and characterized?arrow_forwardPolystyrene is a synthetic aromatic hydrocarbon polymer made from the monomer known as styrene. H H H Polystyrene (i) Draw the structure of styrene. Outline the mechanism when styrene reacts with HCl, following (ii) Markovnikov's rule.arrow_forwardDraw a structural formula of the polymer resulting from base-catalyzed polymerization of each compound. Would you expect the polymers to be optically active? (S)-(+)-lactide is the dilactone formed from two molecules of (S)-(+)-lactic acid.arrow_forward
- (a) Hard contact lenses, which first became popular in the 1960s, were made by polymerizing methyl methacrylate [CH2 = C(CH3)CO2CH3] to form poly(methyl methacrylate) (PMMA). Draw the structure of PMMA. (b) More comfortable softer contact lenses introduced in the 1970s were made by polymerizing hydroxyethyl methacrylate [CH2 = C(CH3)CO2CH2CH2OH] to form poly(hydroxyethyl methacrylate) (poly-HEMA). Draw the structure of poly-HEMA. Since neither polymer allows oxygen from the air to pass through to the retina, newer contact lenses that are both comfortable and oxygen-permeable have now been developed.arrow_forwardProvide the mechanism for the step-growth polymerization of citric acid and ethylene glycol to form poly (ethylene glycol)-citrate. Show all steps.arrow_forwardThermosetting resins similar to Bakelite (Section 31.7) have also been prepared from renewable feedstocks. One method uses cardinol, the major constituent of the liquid obtained from roasted cashew nutshells. What polymer is obtained when cardinol is treated with formaldehyde (H2C=O) in the presence of a proton source? он H2C=0 H+ cardinolarrow_forward
- Explain with more details, how you can prepare poly(ethylene oxide) by using Anionic and Cationic polymerisationarrow_forward(a) Hard contact lenses, which first became popular in the 1960s, were made by polymerizing methyl methacrylate [CH2=C(CH3)CO2CH3] to form poly(methyl methacrylate) (PMMA). Draw the structure of PMMA. (b) More-comfortable softer contact lenses introduced in the 1970s were made by polymerizing hydroxyethyl methacrylate [CH2=C(CH3)CO2CH2CH2OH] to form poly(hydroxyethyl methacrylate) (poly-HEMA). Draw the structure of poly-HEMA. Because neither polymer allows oxygen from the air to pass through to the retina, newer contact lenses that are both comfortable and oxygen-permeable have now been developed.arrow_forwardPoly(vinyl alcohol), a hydrophilic polymer used in aqueous adhesives, is made by polymerizing vinyl acetate and then hydrolyzing the ester linkages. Why is poly(vinyl alcohol) made by this circuitous route? Why not just polymerize vinyl alcohol?arrow_forward
- Explain why acrylonitrile (CH2 = CHCN) undergoes cationic polymerization more slowly than but-3-enenitrile (CH2 = CHCH2CN).arrow_forwardCompound A is a novel poly(ester amide) copolymer that can be used as a bioabsorbable coating for the controlled release of drugs. A is a copolymer of four monomers, two of which are amino acids or amino acid derivatives. The body’s enzymes recognize the naturally occurring amino acids in the polymer backbone, allowing for controlled enzymatic breakdown of the polymer and steady release of an encapsulated drug. Identify the four monomers used to synthesize A; then use Figure 29.2 to name the two amino acids.Figure 29.2: The 20 naturally occurring amino acidsarrow_forwardb Explain why nylon-6 can be classified as a polyamide. c Explain why some chemists classify nylon-6 as an addition polymer and not a condensation polymer. d Suggest the product of hydrolysis of nylon-6.arrow_forward
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