Chem 334 - Fall 2001
Organic Chemistry I
Dr. Carl C. Wamser
1. (4 points) Complete the two structures below to represent the two chair conformations of
cis-3-bromo-5-chloro-1,1-dimethylcyclohexane.
Use the carbon with a heavy dot to be carbon #1.
Circle all equatorial substituents and draw a box around the more
stable conformation.
2. (6 points) Write clear Newman diagrams for all three staggered conformations of
2-bromo-3-methylbutane.
The view should be looking down the C2-C3 bond.
Assuming Br is larger than methyl, arrange the three conformations
in order of stability.
(Write MOST under the most stable and LEAST under the least stable.)
