ORGANIC CHEMISTRY W/CONNECT & ALEKS
6th Edition
ISBN: 9781264683888
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 28, Problem 57P
Compound A is a novel poly (ester amide)
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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 acids
Poly(lactic acid) (PLA) has received much recent attention because the lactic acid monomer [CH3CH(OH)COOH] from which it is made can be obtained from carbohydrates rather than petroleum. This makes PLA a more “environmentally friendly” polyester. (A more in-depth discussion of green polymer synthesis is presented in Chapter 30.) Draw the structure of PLA.
b 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.
Chapter 28 Solutions
ORGANIC CHEMISTRY W/CONNECT & ALEKS
Ch. 28.1 - Prob. 1PCh. 28.2 - Prob. 2PCh. 28.2 - Prob. 3PCh. 28.2 - Draw the mechanism for the radical polymerization...Ch. 28.2 - Prob. 8PCh. 28.2 - Prob. 9PCh. 28.2 - Prob. 10PCh. 28.3 - Problem 30.12
What polymer is formed by anionic...Ch. 28.5 - Prob. 12PCh. 28.5 - Prob. 13P
Ch. 28.6 - Problem 30.15
What polyamide is formed from each...Ch. 28.6 - Prob. 19PCh. 28.7 - Prob. 20PCh. 28.8 - Prob. 21PCh. 28.9 - Prob. 22PCh. 28.9 - Prob. 23PCh. 28 - Prob. 24PCh. 28 - Prob. 25PCh. 28 - 30.30 Draw each polymer in Problem 30.29 using the...Ch. 28 - Prob. 44PCh. 28 - 30.49 Draw the products of each reaction.
a. e....Ch. 28 - Prob. 56PCh. 28 - 30.56 Compound A is a novel poly (ester amide)...Ch. 28 - 30.57 Researchers at Rutgers University have...Ch. 28 - 30.58 Melmac, a thermosetting polymer formed from...Ch. 28 - 30.59 Although chain branching in radical...Ch. 28 - Prob. 61P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 1) Draw the structure for the polymer (repeat unit only) produced from the monomer vinylidene dichloride (CH₂=CCl₂). 2) One of the most common consumer plastics is PET (polyethylene terephthalate), which is used extensively in containers for food and beverage products. Coca-Cola has recently come up with a biobased source of ethylene glycol for synthesizing this polymer, however, the terephthalic acid is still derived from petroleum sources. A sustainable source of terephthalic acid is therefore highly desired. One candidate is 2,5-furandioic acid. Draw the repeat unit for the resulting sustainable polyester derived from 2,5- furandioic acid and ethylene glycol.arrow_forwardWhen the polytetrafluoroethylene polymer is exposed to high temperature for a long time,Write the root cause of the phenomenon of depolymerizationarrow_forwardA thermosetting material called polyester is made when a carboxylic acid reacts with dialcohol. Write the condensation polymerization with byproduct. The monomers of carboxylic acid and dialcohol are respectively: HO-C -C-OH HO-CH,CH,-OHarrow_forward
- 3. Dacron is the brand name for the polymer that is made from ethane-1,2-diol and benzene-1,4-dicarboxylic acid. (a) What type of polymer is Dacron? (b) When the two monomers combine, what type of reaction do they undergo and what molecule is eliminated? (c) What is the name for the linkages that join the monomers together?(d) Draw the monomers and the polymer of the reaction to create Dacron. (Use a condensed structural formula in your answer.) HC-C styrene H-O-C- ethane-1,2-diol I H OH НО. 206 H -C-0-H H benzene-1.4-dicarboxylic acid.arrow_forwardDuring our lectures on polymeric materials, I used polyethylene as an example because of its very straightforward structure. (a.) Hydrogen peroxide (H2O2) is used as an initiator for the polymerization of ethylene. Draw a diagram of a dissociated hydrogen peroxide molecule which emphasizes the creation of two free radicals (unbonded electrons) that can serve as initiators or as terminators of polymerization.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
- (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_forwardConcerning the polymers produced from monomers containing a single C=C double bond, the following generalizations are apparent: (a) The polymers produced are almost always unsubstituted (i.e. ethylene) or have one substituent on the double bond or two substituents on the same carbon atom of the double bond. Monomers containing one or more substituents on each carbon of the double bond seldom polymerize. (b) Most chain polymerizations are carried out by radical initiation; relatively few are produced by ionic initiation. Why? Explain the reasons for these generalizationsarrow_forward(a) Describe the polymerization of a blend of maleic anhydride and 2-methyl-1,3- propanediol in the presence of an acid catalyst. Draw a chemical reaction scheme showing the intermediate and final products that are formed. Describe the reaction conditions that you would use to maximize the yield of polymer. (b) Draw the structure of the polymer, showing the repeat unit and end groups, that is obtained when the mole ratio of maleic anhydride to diol is 0.95 (c) What is the number average molecular weight of the polymer of Part (b) when the extent of reaction of maleic anhydride is (i) 90% and (ii) 100%. (d) Describe how the structure of the polymer is altered when it is further reacted with styrene in the presence of peroxide.arrow_forward
- When polyethylene is made by free radical polymerization, the resulting polymer has a significant amount of branching, resulting in low-density polyethylene (see Section 26.9a). When styrene undergoes free radical polymerization, on the other hand, very little branching occurs. Explain this phenomenon.arrow_forwardDraw the repeating units of the polymers obtained from the following compounds under the given reaction conditions:arrow_forwardDraw the structure of the polymer formed from ring-opening metathesis polymerization (ROMP) of each monomer.arrow_forward
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