RELATED:
REAGENTS: NaClO2, NaH2PO4, t-BuOH
Most Common Use
- oxidation of aliphatic, aromatic, and α,β-unsaturated aldehydes to carboxylic acids
Oxidation of Unsaturated Aldehydes
FGT: aldehyde ➛ carboxylic acid
TYPE: oxidation
REGIOCHEM: none
STEREOCHEM: none
The Mechanism
proton transfer to form HClO2
proton transfer to activate aldehyde
nucleophilic addition
intramolecular elimination of HClO
The Pinnick oxidation mechanism. Touch text for link to elementary step, touch anywhere else to start/continue.