Organic Chemistry I Chem 334 - Fall 2008

Quiz 5

Professor Carl C. Wamser

1. (4 points) Write complete names for the compounds below.

a)

(Z)-5-chlorohexa-1,4-dien-3-ol

b)

trans-4-vinylcyclohexanol or

trans-4-ethenylcyclohexanol

2. (3 points) Write a complete mechanism for the reaction below. Just show the pathway to the major product. Show all steps and use electron-pushing arrows.

3. (3 points) Show all three staggered conformations of 2-chlorobutane, using Newman diagrams looking down the C2-C3 bond.

Identify
A - the conformation that will undergo E2 elimination to give cis-2-butene
B - the conformation that will undergo E2 elimination to give trans-2-butene
C - the conformation that cannot undergo E2 elimination