Reactions of some dicarbonyl compounds. Part III. Oxidation of some β-diketones with alkaline hydrogen peroxide
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 14,p. 1347-1352
- https://doi.org/10.1039/p19750001347
Abstract
Oxidation of β-diketones (R1CO·CR2R3·COR4) with alkaline hydrogen peroxide affords two types of acid depending upon the nature of R2 and R3. Where both of these are H, the products are R1CO2H, R4CO2H, and formic acid, which suffers further oxidation. Where R2 is alkyl, the products are R1CO2H, R2CO2H, R4CO2H, and R1R2CH·CO2H and/or R2R4CH·CO2H. Where both R2 and R4 are alkyl, the products are R1R2R3C·CO2H and R4CO2H, and R2R3R4C·CO2H and R1CO2H, and this constitutes a useful source of trisubstituted acetic acids. The mechanisms of these reactions are discussed, and an additional oxidative side-reaction of two 2-alkyl-1,3-diketones is described.Keywords
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