Pinnick oxidation

What does Pinnick oxidation ?

Pinnick oxidation does Selective oxidation of Aldehydes to carboxylic acids.

The transformation of aldehydes (aliphatic, aromatic, saturated, or unsaturated) to the corresponding carboxylic acids is known as the Pinnick Oxidation. The Pinnick oxidation procedure is the NaClO2/2-methyl-2-butene the system was generally used to oxidize a wide range of α and β-unsaturated Aldehydes without affecting any of the double bonds present in the substrate.

pinnick oxidation reagents : NaClO2 (1-3 equiv) or R2 H O, NaH2PO4 (7-10 equiv) H2O (pH 3.5).

R = H, alkyl, aryl, alkenyl, allyl, homoallyl; scavenger = 2-methyl-2-butene, H2O2,
H2NSO3H, m-C6H4(OH)2, DMSO; solvent = t-BuOH, t-BuOH/THF

Pinnick oxidation mechanism :

pinnick oxidation mechanism
Mechanistic investigations on Pinnick oxidation or sodium hypochlorite oxidation mechanism


pinnick oxidation mechanism, mechanism of pinnick oxidation

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