Organic Chemistry I Chem 334 - Fall 2012

Quiz 5

Professor Carl C. Wamser

1.  (2 points)  Write a complete IUPAC name for the compound shown below:

(Z)-3-chloro-4,6,7-trimethylocta-3,6-dien-2-ol

2.  (2 points)  Complete each of the following reactions by writing the structure of the expected major product.

a)

b)

3.  (3 points)  Complete the following reaction by writing the structure the expected major product.  Also show the necessary conformation of the original molecule for the E2 mechanism, in BOTH a wedge-dash and Newman structure.

4.  (3 points)  Write a complete mechanism for the dehydration of 1-methylcyclobutanol using H2SO4.  Show all steps and use electron-pushing arrows for each step.