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Oxidation of primary alcohols (weak oxidizing agents)
PCC or 1) DMSO, (COCl)2 2) NEt3
aldehyde
Oxidation of primary alcohols (strong oxidizing agents)
KMnO4 or H2CrO4 or CrO3/ H2SO4
carboxylic acid
Oxidation of secondary alcohols (weak or strong oxidizing agents)
ketone
Reduction of Ketone
1)NaBH4 or LiALH4 2) H3O+
secondary alcohol
Reduction of aldehyde
1)NaBH4 or LiALH4 2) H3O+
primary alcohol
Reduction of ester or carboxylic acid
1) LiALH4
Clemmensen reduction
Zn(HG), HCL
ketone to alkane
Wolf-Kishner reduction
H2NNH2
KOH/heat
ketone to alkane
aldehyde/ ketone
(reacted with alcohol in basic conditions)
hemi-acetal or hemi-ketal
aldehyde/ ketone
(reacted with alcohol in acidic conditions)
acetal or ketal
acetal or ketal
(H3O+)
aldehyde or ketone
aldehyde or ketone
+ primary amine (R-NH2)
imine
aldehyde or ketone + secondary amine (R2-NH)
enamine
alkyl halide + aprotic solvent
1) Mg or Li 2) THF or ET2)
Grignard reagent or Organolithium reagents
alkyl halide + 1) PPh3 2) n-BuLi
Wittig Reagent
witting reagent + aldehyde/ketone
Witting Reaction