Organic Chemistry & Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
7th Edition
ISBN: 9780321950123
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 27, Problem 33P
Poly(vinyl alcohol) is a
- a. Why is poly(vinyl alcohol) not prepared by polymerizing vinyl alcohol?
- b. Is poly(vinyl acetate) a polyester?
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Poly(vinyl alcohol) is a polymer used to make fibers and adhesives. It is synthesized by hydrolysis or alcoholysis of the polymer obtained from polymerization of vinyl acetate as shown below. a. Why is poly(vinyl alcohol) not prepared by polymerizing vinyl alcohol? b. Is poly(vinyl acetate) a polyester?
Consider monomers A–C. (a) Rank the monomers in order of increasing reactivity in cationic polymerization. (b) Rank the monomers in order of increasing reactivity in anionic polymerization.
What is polymer? and polymerize lactic acid
Chapter 27 Solutions
Organic Chemistry & Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
Ch. 27.2 - Prob. 1PCh. 27.2 - Prob. 2PCh. 27.2 - Prob. 3PCh. 27.2 - Prob. 4PCh. 27.2 - Prob. 5PCh. 27.2 - Prob. 6PCh. 27.2 - Prob. 7PCh. 27.2 - Rank the following groups of monomers from most...Ch. 27.2 - Why does methyl methacrylate not undergo cationic...Ch. 27.2 - Explain why, when propylene oxide undergoes...
Ch. 27.2 - Prob. 11PCh. 27.2 - Which monomer and which type of initiator can you...Ch. 27.2 - Prob. 13PCh. 27.4 - Draw a short segment of gutta-percha.Ch. 27.4 - Prob. 15PCh. 27.7 - Prob. 16PCh. 27.7 - Write an equation that explains what happens if a...Ch. 27.7 - Prob. 18PCh. 27.7 - What happens to polyester slacks if aqueous NaOH...Ch. 27.7 - a. Propose a mechanism for the formation of the...Ch. 27.7 - Explain why, when a small amount of glycerol is...Ch. 27.8 - Propose a mechanism for the formation of melmac.Ch. 27.8 - Prob. 23PCh. 27.10 - Prob. 24PCh. 27 - Draw short segments of the polymers obtained from...Ch. 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 - Poly(vinyl alcohol) is a polymer used to make...Ch. 27 - Five different repeating units are found in the...Ch. 27 - Prob. 35PCh. 27 - A particularly strong and rigid polyester used for...Ch. 27 - Prob. 37PCh. 27 - Which Monomer gives a greater yield of polymer,...Ch. 27 - Prob. 39PCh. 27 - Prob. 40PCh. 27 - Why do vinyl raincoats become brittle as they get...Ch. 27 - The polymer shown below is synthesized by...Ch. 27 - Prob. 43PCh. 27 - How can head-to-head poly(vinyl bromide) be...Ch. 27 - Delrin (polyoxymethylene) is a tough...
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- Poly(vinyl alcohol), a hydrophilic polymer used in aqueous adhesives, is made by polymerizing vinyl acetate and then hydrolyzing the ester linkages. Give the structures of poly(vinyl acetate) and poly(vinyl alcohol)arrow_forwardAs we will learn in Chapter 28, styrene derivatives such as A can be polymerized by way of cationic rather than radical intermediates. Cationic polymerization is an example of electrophilic addition to an alkene involving carbocations.a.Draw a short segment of the polymer formed by the polymerization of A. b.Why does A react faster than styrene (C6H5CH=CH2) in a cationic polymerization?arrow_forwardIn reference to cloth or fiber, the term acetate usually means cellulose acetate, a semisynthetic polymer made by treating cellulose with acetic anhydride. Cellulose acetate is spun into yarn by dissolving it in acetone or methylene chloride and forcing the solution through spinnerets into warm air, where the solvent evaporates. Draw the structure of cellulose acetatearrow_forward
- Polyvinyl chloride -synthetic polymer Monomer-vinyl chloride Use- construction for pipe,doors and windows,blood collecting bags,cable and wire insulation,so many others. Briefly explain the point above about why Polyvinyl Chloride is a synthetic polymer.arrow_forwardWhich polymer do you think has the higher Tg, Kevlar (see Solved Problem 26.11) or the polyphthalamide described in Problem 26.12 (p. 1328)? Explain your reasoning.arrow_forwardIn reference to cloth or fiber, the term acetate usually means cellulose acetate, a semisynthetic polymer made by treating cellulose with acetic anhydride. Cellulose acetate is spun into yarn by dissolving it in acetone or methylene chloride and forcing the solution through spinnerets into warm air, where the solvent evaporates. Explain why cellulose acetate is soluble in organic solvents, even though cellulose is notarrow_forward
- Poly(trimethylene carbamate) is used in high-quality synthetic leather.Draw the products that would be formed if the polymer were completelyhydrolyzed under acidic or basic conditions.arrow_forwardPolymerization of vinyl acetate gives poly(vinyl acetate). Hydrolysis of this polymer in aqueous sodium hydroxide gives the useful water-soluble polymer poly(vinyl alcohol). Draw the repeat units of both poly(vinyl acetate) and poly(vinyl alcohol).arrow_forwardOne common type of cation exchange resin is prepared by polymerization of a mixture containing styrene and 1,4-divinylbenzene . The polymer is then treated with concentrated sulfuric acid to sulfonate a majority of the aromatic rings in the polymer. Q.) Explain how this sulfonated polymer can act as a cation exchange resinarrow_forward
- Draw the structure of the following polymers and indicate the polymerization type responsible for the givenpolymers.Indicate, where appropriate, the polyester, polyamide or polyurethane linkages.a) Poly(ethene terephthalate)b) Poly(vinyl alcohol)c) Polyisoprene and isomer structures of polyisoprened) Poly(methyl methacrylate)e) Polycaprolactamarrow_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_forwardIn reference to cloth or fiber, the term acetate usually means cellulose acetate, a semisynthetic polymer made by treating cellulose with acetic anhydride. Cellulose acetate is spun into yarn by dissolving it in acetone or methylene chloride and forcing the solution through spinnerets into warm air, where the solvent evaporates. An organic chemistry student wore a long-sleeved acetate blouse to the laboratory. She was rinsing a warm separatory funnel with acetone when the pressure rose and blew out the stopper. Her right arm was drenched with acetone, but she was unconcerned because acetone is not very toxic. About ten minutes later, the right arm of the student’s blouse disintegrated into a pile of white fluff, leaving her with a ragged short sleeve and the tatters of a cuff remaining around her wrist. Explain how a substance as innocuous as acetone ruined the student’s blouse.arrow_forward
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