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Preparation of dehydro-L-ascorbic Acid Dimer by Air Oxidation of L-ascorbic Acid in the Presence of Catalytic Amounts of copper(II) Acetate and Pyridine

Eleftheria K Koliou, Panayiotis V Ioannou

Carbohydr Res. 2005 Feb 7;340(2):315-8.

PMID: 15639252

Abstract:

The catalytic system Cu(AcO)2-pyridine 1:4 mol% in methanol, slowly catalyses the air oxidation of ascorbic acid to the 2-methyl hemi-ketal of dehydroascorbic acid 5, and hydrogen peroxide. However, with Cu(AcO)2-pyridine 3:4 mol% the air oxidation is quite fast and no hydrogen peroxide is present at the end of the reaction. Removal of the catalyst and refluxing the foamy 5 in MeCN gives the oxidized, dimeric, dehydroascorbic acid in very good yields (approximately 70%) contaminated by approximately 1-2% MeCN.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP72691259 Dehydro-L-(+)-ascorbic acid dimer Dehydro-L-(+)-ascorbic acid dimer 72691-25-9 Price
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