Reagents in Orgo for AlkAnes
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17 Terms
NaH
OR
NaOH
(molecule has an OH group)
Epoxidation via deprotonation of OH
H2O
H2SO4
ACID-catalyzed anti dihydroxylation via opoxide opening
NaOH
H2O
BASE-catalyzed anti dihydroxylation via opoxide opening
HBr
Hydrohalogenation but specifically hydrobromination
(markovnikov)
NaIO4
H2O
Oxidative diol cleavage
H2O2
Idk what this one called by it looks like it makes an H an OH??
PBr3
Replaces alcohol group with Br
Swaps stereochem
OH acts as a LG
SOCl2
Pyridine
Replaces alcohol group with Cl
Swaps stereochem
OH acts as a LG
1) Na chain??
2) acidic w/up
Na is kicked out and this happens
MgØ
Grignard’s reagent
1) CO2
2) acidic workup
1) bonds with MgX
2) hydrogenates the O-
DMP
w/OH connected to I°
Get an aldehyde
DMP
w/OH connected to III°
Get a ketone
NaBH4
EtOH
OR
1) LiAlH4
2) acidic w/up
Replaces ketone w/alcohol group
NBS
HBr, Δ
Adds a Br somewhere??
TsCl
Pyridine
Replaces OH with OTS
Note 
Flashcards (34)