Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter Term

Pre-Quiz 18

(must be done in Blackboard before Wed., Mar. 3, 8:30 am)

1. The compound with the lowest pKa in the list below will be

a. 2-octanone
b. octanal
c. 2,3-octanedione
* d. 2,4-octanedione
e. 2,5-octanedione

2. The mixed aldol condensation product from benzaldehyde and acetone would be

a. 2-methyl-1-phenylpropene
b. 1-phenyl-3-oxo-1-butanol
c. 2-methyl-1-phenyl-2-propanol
d. 4-phenyl-but-3-en-2-ol
* e. 4-phenyl-but-3-en-2-one

3. On acid-catalyzed exchange of D for H using D2O, how many H's of 2,2-dimethylcyclopentanone would be expected to exchange?

* a. 2
b. 3
c. 4
d. 6
e. 8

4. Which of the following would be most likely to undergo a Michael addition of an appropriate nucleophile?

a. benzaldehyde
b. acetophenone
* c. 2-cyclohexenone
d. 3-cyclohexenone
e. cyclohexanone

5. Which of the following will give a positive iodoform test?

a. benzaldehyde
b. benzophenone
c. cyclohexanone
d. hexanal
* e. acetophenone