Organic Chemistry III
	Professor Carl C. Wamser
Chem 336 - Spring 2007	Pre-Quiz 21

(must be done in WebCT before Fri., April 13, 8:30 am)

1. The most acidic hydrogen in methyl acetoacetate is on

a. the methoxy CH3  
b. C-1  
* c. C-2  
d. C-3  
e. C-4

2. The ester below that COULD NOT do a Claisen condensation is

* a. benzyl formate  
b. ethyl acetate  
c. methyl hexanoate  
d. ethyl phenylacetate  
e. diethyl hexanedioate

3. Which ester would be selected to prepare 4-heptanone via the following sequence: Claisen condensation followed by hydrolysis and decarboxylation?

a. ethyl heptanoate  
b. ethyl hexanoate  
c. ethyl pentanoate  
* d. ethyl butanoate  
e. ethyl propanoate

4. Which alkyl halide would be a POOR choice to use in a malonic ester synthesis?

a. methyl iodide  
b. allyl bromide  
c. benzyl bromide  
d. 1-bromohexane  
* e. tert-butyl bromide

5. The acetoacetic ester synthesis with 1-bromobutane would lead to

a. 2-butanone  
b. 2-pentanone  
c. 3-hexanone  
* d. 2-heptanone  
e. 3-heptanone