Organic chemistry reagents acs
NaH
ROH to RO- Na+
NaBH4, MeOH
Ketone to alcohol
H2/Pt
Reducing to cis
1. LAH 2. H2O
Reducing to trans
1. RMgX 2. H2O
Add R group
TMSCl, Et3N
Protection group of alcohols
TBAF
Remove alcohol protecting group
1. TsCl, py 2. NaBr
Make water good leaving group. The sn2
SOCl2, py
Chlorination of alcohol
H2SO4, heat
Elimination
-OEt
Elimination
Jones
Secondary alcohol= ketone
Primary alcohol= carboxylic acid
Primary alcohol= carboxylic acid
PCC
Primary alcohol= aldehyde
1. Hg(OAc)2, H2O or ROH 2. NaBH4
Markinov addition
MCPBA
Epoxide ring
1. Br2, H2O 2. NaOH
Epoxide ring
NaOH, H2O
Opening epoxide ring
1. Nuc 2. H2O
Opening epoxide ring
HX
Markinov addition
HBr, ROOR
Anti markinov
1. BH3.THF 2. H2O2, NaOH
Anti markinov n syn
OsO4
Syn OH addition
Electro cyclic
Syn hv syn
Syn heat anti
Anti heat syn
Anti hv anti
Syn heat anti
Anti heat syn
Anti hv anti
NBS heat
Free radical bromination
Na, CH3OH, NH3 Birch reduction
Aromatic ring to two alkynes
FeBr3, Br2
Bromination of aromatic ring
AlCl3, Cl2
Chlorination of aromatic ring
Fuming H2SO4
Sulfonation of aromatic ring
Dilute H2SO4
Remove sulfonation of aromatic ring
HNO3, H2SO4
Nitration of aromatic ring
1. KMnO4, NaOH heat 2. H3O+
Methylbenzene to methyl carbolic acid
HO–OH
Acetal protecting group
H2O
Remove acetal protecting group
Witting reaction
C=C produced
RCO3H
Produced esters
1. CO2 2. H3O+
Grignard to carboxylic acid
1. LDA 2. RX
Alkylation to alpha
Low temp less sub
High temp more sub
Low temp less sub
High temp more sub
Sulfuric acid
Proton source
NaNH2
Elimination
PBR
Bromination of primary alcohol
Heat
Cyclo reactions
1. DIBAH 2. H2O
Ester into aldehyde