CHEM 316 - problem set 4.001 isomers - Chem 316 Problem Set...

Chem 316
Problem Set 4
1. For the molecular formula C
6
H
11
N:
a. calculate the units of unsaturation:
b. list the possible combinations of pi bonds and rings that could make up the units of
unsaturation found in part (a) and draw an isomer to represent each combination.
2. Draw the two compounds with the formula CH
3
CH=NCH
3
.
3. For the following molecules, draw and label the cis and trans isomers. If geometric
isomers cannot exist, write "no cis or trans".
4. Draw the various eclipsed and staggered conformations for the following alkane.
Label each conformer as “totally eclipsed,” “eclipsed,” guache,” and “anti.” Graph the
relative energy of each conformer.
5. 1,2-dichloroethane is shown below:
Cl
Cl
a. Draw the various eclipsed and staggered conformations of 1,2-dichloroethane
using Newman projections. Label each conformation as "totally eclipsed,"
"eclipsed," "gauche," and "anti."
b. Graph the relative energy of each conformation. (Assume that 0 ˚ is the totally
eclipsed conformation).