Ochem reagents
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25 Terms
Swern
Weak oxidant
Moffat
Weak oxidant
PCC, DCM
Weak oxidant
DMSO, (COCl2), DCM -78°C
Weak oxidant - Swern
NaCr2O7/H2SO4
Strong oxidant
HNO3
Strong oxidant
KMnO4
Strong oxidant
LAH
Strong reducing agent, reduces everything except DB
NaBH4
Mild reducing agent, only reduces aldehydes and ketones
H2/Pd
Only DB
H2/Rainey Ni
Reduces aldehydes, ketones, and DB
Primary alcohols oxidize to..
Aldehydes, then carboxylic acids
2° alcohols oxidize to…
Only ketones
3° alcohols oxidize to…
N/A
H+/H2O
dilute H2SO4
H3O+
acid catalyzed hydration
OH mark
Can have carbocation rearrangements
Racemic
BH3 * THF /
2. H202, NaOH
Hydroboration oxidation
anti mark
Sun addition
Hg(OAc2)/NaOH (or nuc-H)
Oxymercuration demercuration
OH adds mark
Racemic
HX
hydrohalogenation
X adds mark
Racemic
O3/
DMS
Ozonolysis
DB to ketones
KMnO4, conc hot
Permanganate cleavage
Carbonyls and carboxylic acids
mCPBA or RCO3H /
H3O
Anti dyhydroxylation
2 OH anti
OsO4/NMO
OsO4/NaHSO3, H2O
KMnO4/H2O, OH
Syn dihydroxylation
2 OH’s syn addition
Note 
Flashcards (145)