Swern oxidation mechanism

Swern oxidation mechanism

This reaction allows the preparation of aldehydes and ketones from primary and secondary alcohols, resp. Swern oxidation is one of the selective methods for oxidizing primary alcohols to aldehydes. The Swern oxidation is an organic reaction used to convert a primary alcohol to an aldehyde and a secon-dary alcohol to a ketone using DMSO, oxalyl chloride, and triethylamine. In Swern oxidation, the primary or secondary alcohols are oxidized to aldehydes or ketones respectively by treating them with dimethyl sulfoxide (DMSO) activated by oxalyl chloride at low temperatures (-78 o C to -60 o C) and then with an organic base like triethyl amine. .

Like other mild oxidizing agent such as pyridinium chlorochromate ( PCC ), pyridinium dichromate ( PDC ), and the Dess-Martin (DMP) oxidation, it stops the oxidation once the carbonyl group is formed. Swern Oxidation The Swern Oxidation of alcohols avoids the use of toxic metals such as chromium, and can be carried out under very mild conditions. Mechanism, references and reaction samples of the Swern Oxidation
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