Ch 19 Flashcards
AlCl3
Halogen comes off and is replaced by bond connecting two structures
MgBr (ketones and aldehydes)
Attacks C=O to make an OH and the rest of the MgBr structure
RNH2
Forms IMINE! Changes C=O to C=N-R
R2NH
ENAMINE! Changes C=O to C single bond N-R2 with adjacent double bond
R-OH 2 eq./ H3O+
Opens C=O to make two O groups attached to whatever R is
R=PPh3
Changes C=O to C=R
C=O HCN
Breaks C=O open to make -OH and -CN
What does oxidizing an aldehyde do?
Makes it a carboxylic acid (normally KMnO4 or HNO3 is used)
DIBAH, toluene
Changes ester to aldehyde
Aldehyde NaBH4
Reduces to a primary OH
H2NNH2 or H4N2
Wolff Kishner- bites off all =O’s
O3
Cleaves C=C bond into C=O O=C
Oxidation vs Reduction
Oxidizing either adds an O or takes out two H’s
Reducing either takes out an O or adds two H’s