Carbon-Carbon Bond Forming Reactions
Starting with benzene and/or molecules having chains of 4 or fewer carbons make the following
molecules in one step. Show as many ways as you can. The number over the arrow indicates the
number of possible ways based on reactions covered last term and so far this term.
O
O
+
- +
Cl
Cu Li
+
Br
+
- +
Cu Li
AlCl3
+
Cl
+
Cl
Br
+
+
AlCl3
AlCl3
-
Li Cu
O
Br
+
2) H3O+
Br Mg
OH
O
O
+
OH
+
MgBr
BrMg
+
+
O
2) H3O+
-
2) H3O
Br Mg
2) H3O+
O
+
I
+
Na
+
+
+-
Na
+
+
MgBr
I
O
2) H2SO4
Working with the same limitations indicated above, use as many steps as necessary to write a synthesis
for each of the following molecules .
O
+
+
O
BrMg
OH
PBr3
CrO3, H+
+
2) H3O
Br Mg
2) H3O+
2) H3O+
O
OH
+
MgBr
+
O
POCl3
2) H3O+
Br Mg
OH
Br
OH