Organic Chemistry II
	Professor Carl C. Wamser
Chem 335 - Winter Term	Pre-Quiz 14

(must be done in Blackboard before Fri., Feb. 5, 8:30 am)

1. Which of the following would NOT be considered an organometallic compound?

a. methyllithium
b. sodium acetylide
* c. sodium ethoxide
d. phenylmagnesium bromide
e. lithium dimethylcuprate

2. The strongest base in the list below is

a. sodium hydroxide
b. sodium acetylide
c. sodium amide
* d. phenyllithium

3. Reaction of a methyl Grignard reagent with acetone (dimethyl ketone) would give (after the usual acid workup)

a. methanol
b. 2-propanol
c. 2-butanol
* d. 2-methyl-2-propanol

4. The Simmons-Smith reagent is typically used to prepare

a. a ketone
b. an alcohol
* c. a cyclopropane
d. a Grignard reagent
e. an alkane

5. Synthesis of propylbenzene could be accomplished by reacting lithium diethylcuprate with

a. bromobenzene
* b. benzyl bromide
c. 1-bromo-1-phenylpropane
d. 1-bromo-1-phenylethane
e. 1-bromo-2-phenylethane