Chapter 26: Q5P (page 1328)
Short Answer
(a) Vinyl chloride polymerizes well.
(b) Vinyl acetate does not polymerize well.
(c) does not possible polymerize well.
Chapter 26: Q5P (page 1328)
(a) Vinyl chloride polymerizes well.
(b) Vinyl acetate does not polymerize well.
(c) does not possible polymerize well.
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Olestra®is a fat-based fat substitute that became available in snack foods such as potato chips in 1998. Previous fat substitutes were carbohydrate-based or protein-based mixtures that did not give as good a sensation in the mouth and are not suitable for frying. With Olestra®, the glycerol molecule of a fat is replaced by sucrose (p. 1237). In Olestra®, the sucrose molecule has six, seven, or (most commonly) eight fatty acids esterified to its hydroxy groups. The fatty acids come from hydrolysis of vegetable oils such as soybean, corn, palm, coconut, and cottonseed oils. This unnaturally bulky, fat-like molecule does not pass through the intestinal walls, and digestive enzymes cannot get close to the sucrose center to bind it to their active sites. Olestra® passes through the digestive system unchanged, and it provides zero calories.Draw a typical Olestra® molecule, using any fatty acids that are commonly found in vegetable oils.
Cholic acid, a major constituent of bile, has the structure shown.
(a) Draw the structure of cholic acid, showing the rings in their chair conformations, and label each methyl group and hydroxy group as axial or equatorial. (Making a model may be helpful.)
(b) Cholic acid is secreted in bile as an amide linked to the amino group of glycine. This cholic acid-amino acid combination acts as an emulsifying agent to disperse lipids in the intestines for easier digestion. Draw the structure of the cholic acid-glycine combination and explain why it is a good emulsifying agent.
Explain why the addition of a small amount of glycerol to the polymerization mixture gives a stiffer urethane foam.
One of the earliest commercial plastics was BakeliteR, formed by the reaction of phenol with a little more than one equivalent of formaldehyde under acidic or basic conditions. Bayer first discovered this reaction in 1872, and practical methods for casting and molding. Bakelite were developed around 1909. Phenol-formaldehyde plastics and resins (also called phenolics) are highly cross-linked because each phenol ring has three sites (two ortho and one para) that can be linked by condensation with formaldehyde. Suggest a general structure for a phenol-formaldehyde resin, and propose a mechanism for its formation under acidic conditions. (Hint: Condensation of phenol with formaldehyde resembles the condensation of phenol with acetone, used in Problem 26-17, to make bisphenol A.)
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