Synthesis of hydroxyacetic acid and its esters from glyoxal catalyzed by multivalent metal ions

Kiyoura, Tadamitsu; Kogure, Yasuo

doi:10.1016/s0926-860x(96)00414-0

Cited by 11 publications

(12 citation statements)

References 3 publications

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“…Lactic acid formation from pyruvic aldehyde is rate determining under acid catalysis with HCl (Table 2). Similar to the aluminium-catalysed formation of hydroxyacetic acid from glyoxal 26 , lactic acid formation from pyruvic aldehyde is a first order reaction with respect to pyruvic aldehyde. Experiments were performed with pyruvic aldehyde and the reaction kinetics was confirmed.…”

Section: Catalysis With the Lewis Acid Aluminium Sulphatementioning

confidence: 96%

“…This selective acceleration of lactic acid formation from pyruvic aldehyde may be attributed to chelat complexes formed of pyruvic aldehyde and Al 3+ . 26 Bicker et al 22 proposed that an inversion of the polarity of the Lewis acid to a Lewis base for metal ions could occur. The latter is able to form a complex between pyruvic aldehyde and the metal ion.…”

Section: Concurrence Of Brønsted Acid Catalysts and Multivalent Metalmentioning

confidence: 99%

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Catalytic Conversion of Dihydroxyacetone to Lactic Acid with Brønsted Acids and Multivalent Metal Ions

Lux

Siebenhofer

2016

Chem. Biochem. Eng. Q.

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The exploitation of by-products from chemical processes shows high potential for the development of new synthesis routes for valuable chemicals. Glycerol, provided as a by-product from the biodiesel manufacturing process, is a potential feedstock chemical. From dihydroxyacetone, a primary oxidation product of glycerol, lactic acid may be obtained. The catalytic effect of Brønsted acids and multivalent metal ions on the conversion of dihydroxyacetone to lactic acid in aqueous solutions was investigated. Lactic acid yields of 83 % were achieved when carrying out the reaction under reflux boiling conditions with the catalyst HCl in excess. High acidity of the reaction solution is essential for the dehydration of dihydroxyacetone to pyruvic aldehyde. Consecutive conversion of pyruvic aldehyde to lactic acid was accelerated by multivalent metal ions (e.g. Al 3+). The Lewis acid Al 2 (SO 4) 3 provides both acidic reaction conditions for dehydration of dihydroxyacetone to pyruvic aldehyde and acceleration of lactic acid formation from pyruvic aldehyde. Lactic acid yields of up to 78 % were obtained with Al 2 (SO 4) 3 .

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Section: Catalysis With the Lewis Acid Aluminium Sulphatementioning

confidence: 96%

Section: Concurrence Of Brønsted Acid Catalysts and Multivalent Metalmentioning

confidence: 99%

Catalytic Conversion of Dihydroxyacetone to Lactic Acid with Brønsted Acids and Multivalent Metal Ions

Lux

Siebenhofer

2016

Chem. Biochem. Eng. Q.

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“…In addition, it may further react with water to be converted into glycolic acid (Kiyoura and Kogure, 1997), which can work as an acid catalyst in the reaction system. Fig.…”

Section: Esterification Of Fatty Acids In Supercritical Dimethyl Carbmentioning

confidence: 99%

“…4 for oil containing some free fatty acids. As this process is a catalyst-free process, only removal of dimethyl carbonate and citramalic acid with glyoxal, possibly in a form of glycolic acid (Kiyoura and Kogure, 1997) from the lower part is required and complicated posttreatment process is not necessary. These organic acids produced may be expected to serve together as acid catalysts in the reaction system.…”

Section: Potential Of Dimethyl Carbonate As a Reactant For Biodiesel mentioning

confidence: 99%

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Dimethyl carbonate as potential reactant in non-catalytic biodiesel production by supercritical method

Ilham

Saka

2009

Bioresource Technology

108

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In this study, the non-catalytic supercritical method has been studied in utilizing dimethyl carbonate. It was demonstrated that, the supercritical dimethyl carbonate process without any catalysts applied, converted triglycerides to fatty acid methyl esters with glycerol carbonate and citramalic acid as by-products, while free fatty acids were converted to fatty acid methyl esters with glyoxal. After 12 min of reaction at 350 °C/20 MPa, rapeseed oil treated with supercritical dimethyl carbonate reached 94% (w/w) yield of fatty acid methyl ester. The by-products from this process which are glycerol carbonate and citramalic acid are much higher in value than glycerol produced by the conventional process. In addition, the yield of the fatty acid methyl esters as biodiesel was almost at par with supercritical methanol method. Therefore, supercritical dimethyl carbonate process can be a good candidate as an alternative biodiesel production process.

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Catalytic oxidation of cellulose to formic acid in V(V)-Fe(III)-H2SO4 aqueous solution with O2

Hou

et al. 2018

Fuel Processing Technology

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Synthesis of hydroxyacetic acid and its esters from glyoxal catalyzed by multivalent metal ions

Cited by 11 publications

References 3 publications

Catalytic Conversion of Dihydroxyacetone to Lactic Acid with Brønsted Acids and Multivalent Metal Ions

Catalytic Conversion of Dihydroxyacetone to Lactic Acid with Brønsted Acids and Multivalent Metal Ions

Dimethyl carbonate as potential reactant in non-catalytic biodiesel production by supercritical method

Catalytic oxidation of cellulose to formic acid in V(V)-Fe(III)-H2SO4 aqueous solution with O2

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