CHM 2211C Lesson 7: Organometallic Reagents ey
1. Draw the structure for each of the following.
a) pentyl magnesium bromide b) phenyl lithium c) lithium di-1-methylpropyl copper
+ - "(_) L.\"‘ - Liv
PV Tl Sy @ /YCuY\
2. There are specific structural and/or functional group limitations to the types of compounds that are suitable
for use in Grignard and organolithium reactions. CIRCLE all compounds in the following group that
WOULD NOT be acceptable for use as a Grignard reagent or alkyl lithium reagent.
AL Cg e O g
3. For each of the following reactions place the structure of the major organic product in the box provided.
Each numbered reagent set above (or below) the arrow represents a completely separate reaction, for these
multistep reactions place only the structure of the final product in the box.
a)
1) Br,; hv
2) Mg; THF iR °
©/ YAy
4
£ '
Su
a¥
" on
0
D.
—~ Br'
4) H,0*
b)
1) PBry; pyridine an
q oH 2) Mg; Bt,0 - N a° own
3) 0 ¥ 2
AN,
4) HCI/H,0
/:( G
: :Mcss"
1. Draw the structure for each of the following.
a) pentyl magnesium bromide b) phenyl lithium c) lithium di-1-methylpropyl copper
+ - "(_) L.\"‘ - Liv
PV Tl Sy @ /YCuY\
2. There are specific structural and/or functional group limitations to the types of compounds that are suitable
for use in Grignard and organolithium reactions. CIRCLE all compounds in the following group that
WOULD NOT be acceptable for use as a Grignard reagent or alkyl lithium reagent.
AL Cg e O g
3. For each of the following reactions place the structure of the major organic product in the box provided.
Each numbered reagent set above (or below) the arrow represents a completely separate reaction, for these
multistep reactions place only the structure of the final product in the box.
a)
1) Br,; hv
2) Mg; THF iR °
©/ YAy
4
£ '
Su
a¥
" on
0
D.
—~ Br'
4) H,0*
b)
1) PBry; pyridine an
q oH 2) Mg; Bt,0 - N a° own
3) 0 ¥ 2
AN,
4) HCI/H,0
/:( G
: :Mcss"
