Organic Chemistry I Chem 334 - Fall 2011

Quiz 5

Professor Carl C. Wamser

1. (2 points)  Give complete names for each of the following:

a)

cis-cyclohexa-3,5-dien-1,2-diol

b)

(4E,7E)-5-methylnona-4,7-dien-3-ol

2. (3 points)  Complete the following reactions by adding the missing parts (in boxes):  either the necessary reagents and conditions or the final major product.

a)

b)

3.  (3 points)  Write a complete mechanism for the E1 dehydration of the compound shown below.   Show all steps in the pathway to the major product.  Use electron-pushing arrows.

4.  (2 points)  Show with electron-pushing arrows on the appropriate chair conformation how an E2 elimination will occur from  cis-1-bromo-4-methylcyclohexane.  Use KOH as base.