DEHYDROASCORBIC ACID

DEHYDROASCORBIC ACID Basic information
Product Name:DEHYDROASCORBIC ACID
Synonyms:(5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione;C05422;Dehydroascorbate;L-Dehydroascorbate;L-threo-2,3-Hexodiulosonic Acid γ-Lactone;Oxidized Ascorbic Acid;L-ASCORBIC ACID OXIDIZED;DEHYDROASCORBIC ACID
CAS:490-83-5
MF:C6H6O6
MW:174.11
EINECS:207-720-6
Product Categories:Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis;Pharmaceuticals
Mol File:490-83-5.mol
DEHYDROASCORBIC ACID Structure
DEHYDROASCORBIC ACID Chemical Properties
Melting point 228 °C (dec.)(lit.)
alpha D20 +56°
Boiling point 389.3±38.0 °C(Predicted)
density 1.743±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO (Slightly, Heated), Methanol (Slightly, Sonicated)
form Solid
pka3.90(at 25℃)
color White to Dark Orange
Merck 13,2886
Stability:Light Sensitive
LogP-1.702 (est)
CAS DataBase Reference490-83-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
1-8-10
HS Code 2936270000
MSDS Information
ProviderLanguage
SigmaAldrich English
DEHYDROASCORBIC ACID Usage And Synthesis
Chemical PropertiesOrange Solid
UsesThe reversibly oxidized form of ascorbic acid.
DefinitionChEBI: Dehydroascorbic acid having the L-configuration.
Purification MethodsCrystallise dehydro-L(+)-ascorbic acid from MeOH. The anhydrous acid is formed by heating it in a vacuum at 100o/1hour to give a crisp glassy product which when shaken with absolute EtOH and then kept at 0o for 2days gives microcrystals of the anhydrous acid. This is then washed with absolute EtOH and dried in a vacuum. It has m 225o(dec) and is stable in acidic solution but decomposes rapidly in alkaline solution. A 1% solution of the anhydrous acid when dissolved in phthalate/HCl buffer pH 3.5 at 60o and cooled to 20o has [] 20D +56o(0minutes), +53.5o(2hours), +19o(3days), -2o(5days) and -6o(6days); then it becomes orange in colour. A freshly prepared 1% solution in H2O has [] D +50o(0minutes), +44o(2hours), +16o(3days) and 0o(5days). [Herbert et al. J Chem Soc 1270 1933, Kenyon et al. J Chem Soc 158 1948, Beilstein 18/5 V 411.]
DEHYDROASCORBIC ACID Preparation Products And Raw materials
Raw materialsAscorbic Acid-->L-threo-Hex-1-enofuranos-3-ulose
Collagen Vitamin E Sodium sulfide culture medium Acetylsalicylic acid ANTIOXIDANT 765 ACETYL-SEROTONIN, N-(SH) Ascorbic Acid 1-DEHYDROASCORBIC ACID DEHYDROASCORBIC ACID ASCORBIC ACID/DEHYDROASCORBIC ACID 2,3-HEXANEDIONE TETRONIC ACID 5-(1,2-DIHYDROXYETHYL)-2,3,4(5H)-FURANTRIONE Dihydrofuran-3(2H)-one (S)-5-Hydroxymethyldihydrofuran-2-one D-Dehydroascorbic acid 2-Methyltetrahydrofuran-3-one

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