Name
Organic Chemistry II Jasperse Quiz #1 Grignard Chemistry
Due:
1. Draw the major product for the following reactions involving Grignard reagents.
O
MgBr
1.
a.
2. H3O
O
1. Ph
b.
H
MgBr
2. H3O
O
c.
+
+
1. CH3 CH2MgBr (excess)
H3CO
2. H3O+
O
1.
MgBr
d.
e.
Ph
Br
2. H3O+
1. Mg
2. CH3 COCH3
3. H3O
Br
f.
2
+
1. 2 Mg
2. CH3 CO2CH3
3. H3O+
Br
g.
1. Mg
2. CH2 O
3. H3O+
Br
h.
1. Mg
2. ethylene oxide
3. H3O+
H
Name
2. For each of the following, draw a Grignard reagent and a carbonyl compound (formaldehyde, an
aldehyde, a ketone, or an ester) from which the alcohol shown would be produced, following
acid workup.
OH
O
ex.
BrMg
OH
a.
b.
HO
Ph
OH
c.
Combo
One
There are two possible combinations
for this one. Draw both possible combinations
of carbonyl compound and Grignard.
Combo
Two
OH
d.
Combo
One
Ph
There are three possible combinations
for this one. Draw all possible combinations
of carbonyl compound and Grignard.
Combo
Two
Combo
Three
OH
e.
Ph
Makes this one using an ester
as your carbonyl compound.
f.
Ph
OH
(there are two solutions, but give at least one)
3. Draw the mechanisms for the following Grignard reactions.
Name
O
a.
1. CH3 MgBr
H
O
b.
2. H3O+
1. CH3 MgBr (excess)
OCH3
OH
2. H3O+
OH