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9 terms

Chapter 19 Reactions

STUDY
PLAY
Reduction of aldehydes and ketones to alcohols
LiAlH4
or
NaBH4/alcohol
NaBH4 is more selective
Acetal formation
aldehyde or ketone + alcohol
strong acid (trace)
Oxidation of aldehydes
1. KMnO4
2. -OH
or
K2Cr2O7/H3O+
Imine Formation
Aldehyde or Ketone + H2NR
H3O+ (dilute strong acid) or -OH
Enamine Formation
Aldehyde or Ketone + HNR2
H3O+ (dilute strong acid)
Wolff-Kishner Reduction (Carbonyl to methylene)
H2N-NH2
KOH
ethylene glycol (solvent)
Clemmenson Reduction (Carbonyl to methylene)
Zn/Hg/
HCl/H2O
Wittig Alkene Synthesis
Ph3P+(CH2)- (an ylid) + aldehyde or ketone
ylid Preparation (Sn2 reaction)
1. Ph3P + CH3X
2. C4H9Li