Organic Chemistry II
	Professor Carl C. Wamser
Chem 335 - Winter 2008	Quiz 17

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

a)

(R,R)-3,5-dihydroxyhexanal

b)

4,4-dimethyl-2,5-cyclohexadienone

2.  (4 points)  Complete each of the following reactions:

a)

b)

c)

d)

3.  (4 points)  Write a complete mechanism for the hydrolysis of the acetal below.  The mechanism is the exact reverse of acid-catalyzed acetal formation.  Show all steps and all resonance forms for any intermediates involved.
Be sure to write the structures of the two products expected.
(It may help you with the mechanism to do this first - also it’s worth 2 points.)