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Chimica et Natura Acta

Abstract

1,2-Di(phenyl)-1,2-dione widely used in chemical and pharmaceutical industries and found as a framework in secondary metabolites can be obtained through oxidation of 2-hydroxy-1,2-diphenylethanone using strong acids, homogeneous, heterogeneous, and metal catalysts. However, these oxidation methods exhibit various drawbacks. This study reported the oxidation of 2-hydroxy-1,2-diphenylethanone by using copper(II) citrate to produce 1,2-di(phenyl)-1,2-dione. The oxidation performed with copper(II) citrate and ammonium nitrate in glacial acetic acid as solvent yielded 1,2-di(phenyl)-1,2-dione in 88% yield higher than the nitric acid method (79% yield). The FTIR, NMR spectriscopies, and mass analysis confirmed the structure of 1,2-di(phenyl)ethane-1,2-dione. The oxidation of 2-hydroxy-1,2-diphenylethanone using copper(II) citrate is proposed by the formation of Cu⁺ ions and a resonance-stabilized 2-hydroxy-1,2-diphenylethanone radical resulting in 1,2-di(phenyl)ethane-1,2-dione.

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Creative Commons Attribution-Share Alike 4.0 International License
This work is licensed under a Creative Commons Attribution-Share Alike 4.0 International License.

Volume

13

Issue

cna/vol13/iss2

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