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Reduction
Addition of C-H bond, removal of C-Z bond
Oxidation
Addition of C-Z bond, removal of C-H bond
Z
Electronegative atom: F, O, N, Cl, Br
Reducing agents
H2, H- (LiAlH4, NaBH4)
H2 reduces
C=C, C☰C, C=O, C☰N
H- reduces
C=O, C=N, C☰N
Oxidating agents
CrO3, H2CrO4, PCC
Oxidation of 3° alcohol
NO RXN
Oxidation of 2° alcohol
Regular oxidation with any Cr6+ reagent
Oxidation of 1° alcohol with PCC (no water)
Regular oxidation
Oxidation of 1° alcohol in water
Overoxidation to carboxylic acid
Oxidation of aldehyde with PCC (no water)
NO RXN
Oxidation of aldehyde with water
Overoxidation to carboxylic acid