Chemistry 332 - Winter 1997

Homework - Chapter 10

McMurry, pp 320-324:
Problems 10.31-34, 36-41, 44, 46, 49, 53, 54, 57, 61



1. Write complete names for each of the following:

a)


b)

c)



2. A typical protein linkage is an amide bond (also called a peptide bond), such as might be found in N-methylacetamide. Proteins are typically hydrolyzed in strong acid. Write a complete mechanism for the acid-catalyzed hydrolysis of N-methylacetamide.


3. A typical fat has ester functional groups (most typically it is a triester between three fatty acids and glycerol). Glycerol is 1,2,3-propanetriol, and a fatty acid might be decanoic acid. Write the structure for the triester made from these components.


4. Using butanoic acid as the only organic starting material, show how to prepare:

a) 1-butanol

b) 1-bromobutane

c) butyl butanoate

d) butanamide

e) pentanoic acid