Chemistry 332 - Spring 1996
Elements of Organic Chemistry II
Homework, Chapter 10 - Carboxyl Derivatives
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