ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Question
Chapter 15, Problem 15.69P
Interpretation Introduction
(a)
Interpretation: The structure of poly (methyl methacrylate) (PMMA) is to be drawn.
Concept introduction: The repeated bonding of monomer units lead to the formation of
Interpretation Introduction
(b)
Interpretation: The structure of poly (hydroxyethyl methacrylate) (poly-HEMA) is to be drawn.
Concept introduction: The repeated bonding of monomer units lead to the formation of polymer. They are mainly synthesized through condensation or addition reaction of monomer units.
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(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.
(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.
(a) Draw the structure of polystyrene, which is formed by polymerizing the monomer styrene, C6H5CH=CH2. (b) What monomer is used to form poly(vinyl acetate), a polymer used in paints and adhesives?
Chapter 15 Solutions
ORGANIC CHEMISTRY
Ch. 15 - Prob. 15.1PCh. 15 - Prob. 15.2PCh. 15 - Prob. 15.3PCh. 15 - Prob. 15.4PCh. 15 - Prob. 15.5PCh. 15 - Problem 15.6 Using mechanism 15.1 as guide, write...Ch. 15 - Prob. 15.7PCh. 15 - Problem 15.8 Which bond in the each compound is...Ch. 15 - Prob. 15.9PCh. 15 - Prob. 15.10P
Ch. 15 - Prob. 15.11PCh. 15 - Prob. 15.12PCh. 15 - Prob. 15.13PCh. 15 - Prob. 15.14PCh. 15 - Prob. 15.15PCh. 15 - Prob. 15.16PCh. 15 - Draw the products of each reaction.
a. b. c.
Ch. 15 - Draw all constitutional isomers formed when each...Ch. 15 - Draw the structure of the four allylic halides...Ch. 15 - Problem 15.20 Which compounds can be prepared in...Ch. 15 - Which CH bond is most readily cleaved in linolenic...Ch. 15 - Prob. 15.22PCh. 15 - Prob. 15.23PCh. 15 - Problem 15.24 When adds to under radical...Ch. 15 - Prob. 15.25PCh. 15 - Prob. 15.26PCh. 15 - Problem 15.27 Draw the steps of the mechanism that...Ch. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - 15.35 What is the major monobromination product...Ch. 15 - Prob. 15.36PCh. 15 - 15.37 What alkane is needed to make each alkyl...Ch. 15 - 15.38 Which alkyl halides can be prepared in good...Ch. 15 - Prob. 15.39PCh. 15 - 15.40 Explain why radical bromination of p-xylene...Ch. 15 - a. What product(s) (excluding stereoisomers) are...Ch. 15 - Prob. 15.42PCh. 15 - 15.43 Draw the products formed when each alkene is...Ch. 15 - 15.44 Draw all constitutional isomers formed when...Ch. 15 - 15.45 Draw the organic products formed in each...Ch. 15 - Prob. 15.46PCh. 15 - 15.47 Treatment of a hydrocarbon A (molecular...Ch. 15 - 15.48 Draw the products formed in each reaction...Ch. 15 - Prob. 15.49PCh. 15 - 15.50 Draw all the monochlorination products that...Ch. 15 - Prob. 15.51PCh. 15 - 15.52 (a) Draw the products (including...Ch. 15 - 15.53 Consider the following bromination: .
a....Ch. 15 - 15.54 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 15.55PCh. 15 - Prob. 15.56PCh. 15 - 15.57 Devise a synthesis of each compound from...Ch. 15 - Prob. 15.58PCh. 15 - Prob. 15.59PCh. 15 - 15.60 Devise a synthesis of each compound using ...Ch. 15 - Prob. 15.61PCh. 15 - Prob. 15.62PCh. 15 - 15.63 As described in Section 9.16, the...Ch. 15 - 15.64 Ethers are oxidized with to form...Ch. 15 - Prob. 15.65PCh. 15 - Prob. 15.66PCh. 15 - 15.67 In cells, vitamin C exists largely as its...Ch. 15 - What monomer is needed to form each...Ch. 15 - Prob. 15.69PCh. 15 - Prob. 15.70PCh. 15 - 15.71 Draw a stepwise mechanism for the following...Ch. 15 - 15.72 As we will learn in Chapter 30, styrene...Ch. 15 - Prob. 15.73PCh. 15 - 15.74 A and B, isomers of molecular formula , are...Ch. 15 - Prob. 15.75PCh. 15 - 15.76 Draw a stepwise mechanism for the...Ch. 15 - Prob. 15.77PCh. 15 - Prob. 15.78PCh. 15 - Prob. 15.79P
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- (a) Draw the structure of polystyrene, which is formed by polymerizing the monomer styrene, C6H5CH=CH2.arrow_forward(a) Draw the structure of polystyrene, the chapter-opening molecule, which is formed by polymerizing the monomer styrene, C6H5CH = CH2. (b) What monomer is used to form poly(vinyl acetate), a polymer used in paints and adhesives?arrow_forward3. 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_forward
- 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.arrow_forwardPoly(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. Draw the structure of PLAarrow_forwardPoly(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 further discussion of green polymer synthesis is presented in Chapter 28.) Draw the structure of PLA.arrow_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_forwardCan you explain condensation polymerization and give an example with structure of one with 2 carboxylic acid groups and 2 OH groups.arrow_forwardDraw the structure of polystyrene, which is formed by polymerizing the monomer styrene, C6H5CH=CH2. What monomer is used to form poly(vinyl acetate), a polymer used in paints and adhesives?arrow_forward
- 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.arrow_forwardNeed help with part b,c,darrow_forward4) A compound called vinyl chloride has a composition of 38.43% carbon, 4.838% hydrogen, and 56.72% chlorine. When vinyl chloride is polymerized (many single units linked together to form a long chain) under certain conditions, a white solid called polyvinyl chloride is formed with molecular mass of 23,875. What is the molecular formula of polyvinyl chloride ?arrow_forward
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