Organic Chemistry III
	Professor Carl C. Wamser
Chem 336 - Spring 2006	Homework 20

Carey, pages 908 - 915

Problems 20.22 - 40

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