Chem 336 - Spring 1999 - Organic Chemistry III
Portland State University - Dr. Carl C. Wamser
Chapter 21 Quiz Answers
1. (3 points) Complete the following table. Use structures rather than names.
| a) Ammonium Ion | b) Amine | pKa | pKb | Major form at pH 7 - indicate (a) or (b) |
 |
trimethylamine | 9.81 | 4.19 |
(a) |
| NH4+ | NH3 | 9.26 | 4.74 |
(a) |
 |
pyridine | 5.25 | 8.75 |
(b) |
2. (3 points) Write a synthetic sequence that could be used
to convert
nitrobenzene to m-diiodobenzene. Use diazotization in your scheme.
Show the reagents needed for each step, but mechanisms are not
necessary.
3. (4 points) Illustrate how Hofmann eliminations could
be used to achieve the following conversion. Show the product
after each elimination stage.
Show the reagents needed for each step, but mechanisms are not
necessary.
