Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 28, Problem 58P
Researchers at Rutgers University have developed biocompatible
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Researchers at Rutgers University have developed biocompatible polymers that degrade into nonsteroidal anti-inflammatory drugs. For example, the reaction of two equivalents of benzyl salicylate and one equivalent of sebacoyl chloride forms a poly(anhydride ester) called PolyAspirin, which hydrolyzes to salicylic acid (an anti-inflammatory agent) and sebacic acid, which is excreted. This technology can perhaps be used for localized drug delivery at specific sites of injury. What is the structure of PolyAspirin?
What is the structural difference between HDP and LDP? How does the structure account for different behaviour and nature, hence the use of a polymer?
PTT (polytrimethylene terephthalate) is a polyester formed from 1,3-propanediol (HOCH 2CH 2CH 2OH) by the given reaction. PTT is sold under the trade name Sorona by DuPont. 1,3-Propanediol can now be made from a plant source like corn, rather than from petroleum starting materials. This makes PTT a more environmentally friendly polyester than PET. What is the structure of PTT?
Chapter 28 Solutions
Organic Chemistry (6th Edition)
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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- Poly(ethylene terephthalate), or PET, is a polyester used to make soft-drink bottles. It is prepared by reaction of ethylene glycol with 1,4-benzenedicarboxylic acid (terephthalic acid). Draw the structure of PET.arrow_forwardThe most common industrial application of diethyl phthalate (or more generally, phthalate esters) is as a plasticizer. What is a plasticizer? Explain why plastics become brittle over time.arrow_forwardSynthesis of 1-bromobutane from 1-butanol (11 mL) – N-butanol (7.4 mL) – Sulfuric acid Give the Organic Chemical Reaction (18.5 mL) – HBrarrow_forward
- Poly(vinyl alcohol), PVA, is produced from poly(vinyl acetate) by converting the acetate groups into hydroxyl groups (Section 26.6a.1). As the number of hydroxyl groups in PVA increases, the solubility of the polymer in water decreases. How do you explain this behavior?arrow_forwardThe composition of a cell membrane is not uniform for all types of cells. Some cell membranes are more rigid than others. Rigidity is determined by a variety of factors, one of which is the structure of the carbon chains in the phospholipids that comprise the membrane. One example of a phospholipid was drawn in Section 3.7A, and another, having C-C double bonds in its carbon chains, is drawn here. Which phospholipid would be present in the more rigid cell membrane and why? CH2 H-C-O. (CHa)NCH,CH2-0- -o-CH2 a phospholipid with a bonds in the long hydrocarbon chainsarrow_forwardGiven the balanced reaction between salicylic acid (C7H6O3) and acetic anhydride (C4H6O3) to produce ASA or acetylsalicylic acid (C9H8O4) and acetic acid (C2H4O2), the following experimental materials are provided: 5.00 g of pure salicylic acid, 7.14 g of acetic anhydride and 8 drops concentrated sulfuric acid as catalyst. After successful synthesis, the group was able to collect 5.25 grams of acetylsalicylic acid. (Atomic weight: C = 12 amu; H = 1 amu; O = 16 amu; density acetic anhydride = 1.08 g/mL). a. How much of the EXCESS reagent is left unused after the reaction? b. What is the PERCENTAGE in the experiment? c. What is the THEORETICAL yield of ASA in the experiment?arrow_forward
- Aspartame is the methyl ester of a dipeptide made of phenylalanine and aspartic acid. what are the expected products of the hydrolysis of aspartame?arrow_forward1) To identify which contains more acid vinegar or lemon juice neutralization with sodium hydroxide can be used. Explain how. 2) The long filaments making up the thread of woven synthetic fabrics are likely polyesters. Describe the special characteristic that the alcohol and carboxylic acid must have so that they can react with each other to produce such long filaments.arrow_forward
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