Organic Chemistry III
	Professor Carl C. Wamser
Chem 336 - Spring 2008	Pre-Quiz 21

(must be done in Blackboard before Fri., April 11, 8:30 am)

1. Complete deprotonation of the alpha hydrogen from an ester can be accomplished with which base?

a. sodium hydroxide
b. sodium ethoxide
c. potassium tert-butoxide
* d. lithium diisopropylamide

2. The acetoacetic ester synthesis using benzyl bromide would give what final product (after decarboxylation)?

a. 1-phenylpropanone
b. 1-phenyl-2-butanone
c. 3-phenyl-2-butanone
* d. 4-phenyl-2-butanone
e. 1-phenyl-3-pentanone

3. A Claisen condensation would NOT be possible with which ester?

a. methyl acetate
b. ethyl acetate
c. phenyl acetate
d. ethyl phenylacetate
* e. ethyl benzoate

4. A mixed Claisen condensation between ethyl phenylacetate and ethyl formate will give

* a. an aldehyde
b. a ketone
* c. a beta-ketoester
d. a diester
e. a cyclic ester

5. Diethyl adipate undergoes Dieckmann condensation followed by hydrolysis and decarboxylation to give

a. cyclohexanecarboxylic acid
b. cyclopentanecarboxylic acid
c. cyclohexanone
* d. cyclopentanone
e. 1,2-cyclohexanedione