Reactant
Reagents
CH
3
NH
2
heat
Jones' Reagent
(CrO
3
in aq. acid)
KMnO
4
(aqueous)
heat to reflux
CH
3
MgBr
excess in ether
H
2
O workup
(CH
3
CO)
2
O
in pyridine
(acetic anhydride)
10% H
2
SO
4
heat to reflux
(i) Mg filings in ether
(ii) acetone, followed by water.
NaBH
4
(in ethanol)
(i) LiAlH
4
in ether
(ii) H
2
O
NaCN
(in acetone)
(i) DIBAH, 1eq. -78° C
(diisobutylaluminum hydride);
(ii) H
2
O ;
C
6
H
5
Li
excess in ether
H
2
O workup
PCC in CH
2
Cl
2
(pyridinium chlorochromate)
Br
2
FeBr
3
& heat
10% KOH
heat to reflux
C
2
H
5
OH
acid catalyst & heat
Mark those reagents you believe will react with the selected compound (shown in the colored box).
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This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to
whreusch@pilot.msu.edu
.