Determination of the side-products formed during the nitroxide-mediated bleach oxidation of glucose to glucaric acid
| Autor: | Mathias Ibert, Francis Marsais, Nabyl Merbouh, Christian Brückner |
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| Rok vydání: | 2002 |
| Předmět: |
Bromides
Tartronic acid Nitroxide mediated radical polymerization Chromatography Gas Magnetic Resonance Spectroscopy Bleach Organic Chemistry Oxalic acid General Medicine Nuclear magnetic resonance spectroscopy Sodium Compounds Biochemistry Glucaric Acid Analytical Chemistry Cyclic N-Oxides chemistry.chemical_compound Glucose chemistry Gluconic acid Organic chemistry Gas chromatography Oxidation-Reduction Tartrates |
| Zdroj: | Carbohydrate Research. 337:1059-1063 |
| ISSN: | 0008-6215 |
| DOI: | 10.1016/s0008-6215(02)00072-1 |
| Popis: | The side products formed in the TEMPO-mediated oxidation of glucose to glucaric acid were determined by GC. Next to glucaric acid, gluconic acid, the intermediate in the oxidation, the degradation products, oxalic acid, tartronic acid, meso- (erythraric) and DL-threaric (tartaric) acid were detected. Chiral GC determined the DL-tartaric acid to be non-racemic mixtures of L- and D-tartaric acids, with inverse D/L-ratios depending on the oxidation of D- or L-glucose. The origin of all degradation products is rationalized. This study details a fast screening method to optimize the reaction conditions toward minimal degradation. |
| Databáze: | OpenAIRE |
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