Organic Chemistry

novocaine

Professor Carl C. Wamser

Chem 334 - Fall 2003

Homework 3

Carey, pages 136 - 141 :
Problems 3.15 - 3.22, 3.24 - 3.31, 3.34 - 3.37, 3.39 - 3.40


1. Although cis and trans should only be applied to disubstituted cycloalkanes, one stereoisomer could be unambiguously called all-cis-1,2,3-trimethylcyclohexane.

Write both chair conformations and predict which is more stable.

Do the same for the all-cis-1,2,4- and all-cis-1,3,5- isomers.