19192-77-9

Basic information

• Product Name: D-threo-2,3-Hexodiurosonic acid 1,4-lactone
• Synonyms: D-Dehydroascorbic acid;D-threo-2,3-Hexodiurosonic acid 1,4-lactone
• CAS NO: 19192-77-9
• Molecular Formula: C₆H₆O₆
• Molecular Weight: 0
• Mol File: 19192-77-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-threo-2,3-Hexodiurosonic acid 1,4-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: D-threo-2,3-Hexodiurosonic acid 1,4-lactone(19192-77-9)
• EPA Substance Registry System: D-threo-2,3-Hexodiurosonic acid 1,4-lactone(19192-77-9)

Safety Data

• Hazardous Substances Data: 19192-77-9(Hazardous Substances Data)

Upstream product

• 50-81-7 vitamin C 
• 50-81-7 L-(+)-ascorbic acid 
• 1128-23-0 L-ascorbic acid 
• 50-81-7 L-(+)-ascorbic acid 
• 50-81-7 D-Isoascorbic acid 

Downstream Products

• 89912-63-0 L-threo-2,3-hexodiulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 74211-51-1 D-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(phenylhydrazone) 
• 81682-53-3 oxalic acid monopropylamide 
• 14040-77-8 N,N'-dipropyloxamide 
• 89912-65-2 4-(2-acetoxyethylidene)-4-hydroxy-2,3-dioxobutano-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 89912-66-3 1-(3-chlorophenyl)-3-(L-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(3-chlorophenylhydrazone) 
• 89912-69-6 3,6-anhydro-3-C-(3-chlorophenylazo)-L-xylo-2-hexulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 89912-64-1 L-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(3-chlorophenylhydrazone) 
• 89912-70-9 5-O-acetyl-3,6-anhydro-3-C-(3-chlorophenylazo)-L-xylo-2-hexulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 121570-26-1 1-(3-chlorophenyl)-3-(1,2,3-tri-O-acetyl-L-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(3-chlorophenylhydrazone) 
• 74211-53-3 1-phenyl-3-(1,2,3-tri-O-benzoyl-D-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(phenylhydrazone) 
• 74211-52-2 3-(D-threo-glycerol-1-yl)-1-phenyl-4,5-pyrazoledione 4-(phenylhydrazone) 
• 74243-48-4 1-phenyl-3-(1,2,3-tri-O-acetyl-D-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(phenylhydrazone) 

Relevant articles and documents

Effect of Ionic Strength on the Kinetics of the Oxidation of Ascorbic Acid by Hexacyanoferrate(III): Comparison between Specific Interaction Theories and the Mean Spherical Approximation

The influence of ionic strength on the rate constant of the oxidation reaction of ascorbic acid by hexacyanoferrate(III) in acidic medium is investigated. The dependence of the rate constant on ionic strength is discussed according to different specific i

Kinetics and Mechanism of Oxidation of L-Ascorbic Acid by Chloropentamminecobaltate(III) in Acidic Media

The kinetics and mechanism of oxidation of L-ascorbic acid by chloropentamminecobaltate(III) ions have been studied by a spectroscopic method as a function of pH, ascorbic acid concentration, ionic strength and temperature in acidic aqueous solutions.The pH dependence of the process can be ascribed, in the acidity range investigated (pH = 0.8-2), to the direct oxidation of the ascorbic acid molecule, for which k = 7.3 * 10-5 M-1 s-1 at 25 deg C, ΔH(excit.) = 102 KJ*mol-1 and ΔS(excit.) = 19 JK-1mol-1.The results are discussed in reference to the data for this reaction in weakly acidic and basic media and for the oxidation by other oxidants.

SYNTHESIS AND REACTIONS OF SOME HYDRAZONES OF DEHYDRO-L-ASCORBIC ACID

L-threo-2,3-Hexodiulosono-1,4-lactone 2-(3-chlorophenylhydrazone) and 4-(2-acetoxyethylidene)-4-hydroxy-2,3-dioxobutano-1,4-lactone 2-(3-chlorophenylhydrazone) were prepared.The two geometric isomers of the corresponding bis(hydrazone) underwent an intramolecular rearrangement to 1-(3-chlorophenyl)-3-(L-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(3-chlorophenylhydrazone), which gave a tri-O-acetyl derivative upon acetylation and the anticipated formyl derivative upon periodate oxidation.Oxidation of the bis(hydrazone) with cupric chloride afforded the bicyclic compound 3,6-anhydro-3-C-(3-chlorophenylazo)-L-xylo-2-hexulosono-1,4-lactone 2-(3-chlorophenylhydrazone), whose acetylation afforded the mono-O-acetyl derivative.