Chem 334 - Summer 1998 - Organic Chemistry I Dr. Carl C. Wamser

Chapter 4 Homework - Cyclic Alkanes

Vollhardt & Schore, pp 129 - 135
Problems 1 , 2 , 6 , 7 , 8b , 9b , 16 , 18

1. There are three possible isomers of trimethylcyclohexane that could reasonably be called "all-cis". Write names and structures for each of the three.

Write each compound in each of its two chair conformations, and predict which conformation will be preferred, based simply on the number of axial and equatorial substituents.

2. Write both chair structures for trans-1-bromo-3-ethylcyclohexane. Calculate the difference in energy between the two forms.