Hydroxyacetone oxidation with hydrogen peroxide over acid catalysts
DOI:
https://doi.org/10.15407/hftp06.04.498Keywords:
acid catalysis, solid acids, sulfonic cation-exchange resin, hydroxyacetone, formic acid, acetic acid, hydrogen peroxide, Baeyer-Villiger oxidationAbstract
The oxidation of hydroxyacetone with hydrogen peroxide over acid ZrO2-SiO2, WO3/ZrO2-SiO2 and Dowex DR-2030 catalysts at 20–60°С has been studied. It has been shown that reaction products are acetic and formic acids, methanol hydroperoxides and hydroxymethyl acetate that confirms the ionic mechanism of Baeyer-Villiger reaction. It has been found that Dowex DR-2030 provides selective formation of acetic and formic acids at 60°C in a flow regime at 25% excess of H2O2.References
1. Bozell J.J., Petersen G.R. Technology development for the production of biobased products from biorefinery carbohydrates–the US Department of Energy’s «Top 10» revisited. Green Chem. 2010. 12(4): 539. https://doi.org/10.1039/b922014c
2. Akiyama M., Sato S., Takahashi R., Inui K., Yokota M. Dehydration–hydrogenation of glycerol into 1,2-propanediol at ambient hydrogen pressure. Appl. Catal. A. 2009. 371(1–2): 60. https://doi.org/10.1016/j.apcata.2009.09.029
3. Carvalho D.C., Pinheiro L.G., Campos A., Millet E.R.C., Sousa F.F., Filho J.M., Saraiva G.D., Silva Filho E.C., Fonseca M.G., Oliveira A.C. Characterization and catalytic performances of copper and cobalt-exchanged hydroxyapatite in glycerol conversion for 1-hydroxyacetone production. Appl. Cat. A. 2014. 471: 39. https://doi.org/10.1016/j.apcata.2013.11.014
4. Sharanda M.E., Sontsev V.M., Prudius S.V., Inshina E.I., Brei V.V. The transformation of glycerol to 1,2-propanediol on bifunctional catalysts. Him. Fiz. Tehnol. Poverhni. 2012. 3(1): 61. [in Russian].
5. Mohamad M.H., Awang R., Yunus W.Md.Z.W. A Review of Acetol: Application and Production. Am. J. Appl. Sci. 2011. 8(11): 1135. https://doi.org/10.3844/ajassp.2011.1135.1139
6. Brei V.V., Sontsev V.M. Esterification of acetic and acrylic acids with hydroxyacetone over sulpho-acidic Dowex DR-2030-catalyst. Catalysis and Petrochemistry. 2012. 21: 30. [in Russian].
7. Li J.J. Name reactions. (Berlin: Heidelberg, New York: Springer, 2006).
8. Lutsenko I.Ph. Organic reaction. V. 9. (Moscow: Inostrannaya Literatura, 1959). [in Russian].
9. Berkessel A., Andreae M.R.M. Efficient catalytic methods for the Baeyer–Villiger oxidation and epoxidation with hydrogen peroxide. Tetrahedron Letters. 2001. 42(12): 2293. https://doi.org/10.1016/S0040-4039(01)00141-1
10. Prudius S.V. Syntheses conditions and tungsten concentration effect on WO3/ZrO2-SiO2 acid oxide properties. Catalysis and Petrochemistry. 2012. 20: 131. [in Russian].
11. Nenitescu C.D. Organic chemistry. V. 1 (Moscow: Inostrannaya Literatura, 1963). [in Russian].
12. Hawkins E.G.E. Organic peroxides. Their Formation and Reaction. (Moscow: Chemistry, 1964). [in Russian].
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