Organic Chemistry: Concepts and Applications - Headley Allan D. 2020
Synthetic Polymers and Biopolymers
End of Chapter Problems
1. 20.19 Give the polymer that would result from the polymerization of each of the following alkenes.
2. 20.20 Give the starting monomer that is used for the synthesis of the polymers; isoprene is made from a monomer and Buna-N is a copolymer, made from two different monomers.
3. 20.21 Give the mechanism for the radical polymerization of vinyl chloride. Clearly identify the three steps of the mechanism, initiation, propagation, and termination.
4. 20.22 The polymer that results from the copolymerization of hexamethylenediamine and adipic acid is Nylon-66, named since each monomer has six carbons. Give the structure of Nylon-66.
5. 20.23 Draw the chair conformation of the predominant diastereomer (epimer) formed in solution when D-mannose cyclizes to form a hemiacetal.
6. 20.24 Fructose is another monosaccharide and is also known as fruit sugar and sometimes added to candy to make them soft or amorphous. The open-chain structure of fructose is shown below, give the five-member ring monosaccharide.
7. 20.25 List the products of the treatment of D-fructose with an excess of periodic acid.
8. 20.26 Two compounds (A and B) were subjected to oxidation with HIO4. The following products were obtained from each reaction, respectively. What are the structures of compounds A and B?
9. 20.27 Give the structure of valine in a solution of pH = 2.
10. 20.28 Give the structure of phenylalanine in a solution of pH = 12.
11. 20.29 Give the structure of a tripeptide that contains valine, alanine, and phenylalanine.
12. 20.30 Give the structure of the products of structure of your tripeptide in question 20.29 (above) with Sanger's reagent, followed by the hydrolysis of the Sanger product with 6.0 M HCl at 110 °C.