Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 27.5, Problem 9P
Why does methyl methacrylate not undergo cationic
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Chapter 27 Solutions
Organic Chemistry (8th Edition)
Ch. 27.3 - Prob. 1PCh. 27.3 - Prob. 2PCh. 27.3 - Prob. 3PCh. 27.3 - Prob. 4PCh. 27.3 - Prob. 5PCh. 27.3 - Prob. 6PCh. 27.4 - Prob. 7PCh. 27.5 - Rank the following groups of monomers from most...Ch. 27.5 - Why does methyl methacrylate not undergo cationic...Ch. 27.6 - Prob. 10P
Ch. 27.6 - Explain why, when propylene oxide undergoes...Ch. 27.6 - Which monomer and which type of initiator can you...Ch. 27.6 - Prob. 13PCh. 27.8 - Draw a short segment of gutta-percha.Ch. 27.8 - Prob. 15PCh. 27.11 - Prob. 16PCh. 27.11 - Write an equation that explains what happens if a...Ch. 27.11 - What happens to polyester slacks if aqueous NaOH...Ch. 27.11 - a. Propose a mechanism for the formation of the...Ch. 27.11 - Explain why, when a small amount of glycerol is...Ch. 27.12 - Propose a mechanism for the formation of melmac.Ch. 27.12 - Prob. 22PCh. 27.13 - Prob. 23PCh. 27 - Draw short segments of the polymers obtained from...Ch. 27 - Prob. 25PCh. 27 - Prob. 26PCh. 27 - Draw the structure of the monomer or monomers used...Ch. 27 - Prob. 28PCh. 27 - Draw short segments of the polymers obtained from...Ch. 27 - Quiana is a synthetic fabric that feels very much...Ch. 27 - Prob. 31PCh. 27 - Prob. 32PCh. 27 - Prob. 33PCh. 27 - Poly(vinyl alcohol) is a polymer used to make...Ch. 27 - Five different repeating units are found in the...Ch. 27 - Prob. 37PCh. 27 - A particularly strong and rigid polyester used for...Ch. 27 - Prob. 39PCh. 27 - Which Monomer gives a greater yield of polymer,...Ch. 27 - Prob. 41PCh. 27 - Prob. 42PCh. 27 - Why do vinyl raincoats become brittle as they get...Ch. 27 - The polymer shown below is synthesized by...Ch. 27 - Prob. 45PCh. 27 - How can head-to-head poly(vinyl bromide) be...Ch. 27 - Delrin (polyoxymethylene) is a tough...
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- Polystyrene 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_forward
- Thermosetting 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(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_forwardExplain why acrylonitrile (CH2 = CHCN) undergoes cationic polymerization more slowly than but-3-enenitrile (CH2 = CHCH2CN).arrow_forward
- Compound 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_forwardWhich reaction—dehydration synthesis or hydrolysis—converts a polymer to its monomers? Which one convertsmonomers to a polymer? Explain your answerarrow_forward(a) Hard contact lenses, which first became popular in the 1960s, were made by polymerizing methyl methacrylate [CH; =C(CH,)CO,CH3] 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{CH)CO,CH,CH2OH] 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_forward
- List the following group of monomers in order of decreasing ability to undergo cationic polymerization.arrow_forwardKodel is a condensation polymer made from terephthalic acid and 1,4-cyclohexanedimethanol. Write the structure of the resulting polymer.arrow_forwardRank the following groups of monomers from most able to least able to undergo cationic polymerization:arrow_forward
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