Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring Term

Pre-Quiz 21

(must be done in Blackboard before Fri., April 9, 8:30 am)

1. The most acidic hydrogen in methyl 3-oxohexanoate is located on which carbon?

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

2. The relative acidity of an alcohol (A), a beta-ketoester (B), and an ester (C) is (from highest to lowest)

a. A > B > C
b. A > C > B
c. B > C> A
* d. B > A > C
e. C > A > B
f. C > B> A

3. Ethyl 2-ethyl-3-oxo-hexanoate is the Claisen condensation product from

a. ethyl acetate
b. ethyl propionate
* c. ethyl butanoate
d. ethyl pentanoate
e. ethyl hexanoate

4. Ethyl 2-ethyl-3-oxo-hexanoate after hydrolysis and decarboxylation would give

a. 3-pentanone
b. 3-hexanone
c. 3-heptanone
* d. 4-heptanone
e. 4-octanone

5. 2-Octanone could be made from an acetoacetic ester synthesis using

* a. 1-bromopentane
b. 1-bromohexane
c. 2-bromohexane
d. 1-bromoheptane
e. 1-bromooctane