Dehydroascorbic acid

Base Information

• Chemical Name: Dehydroascorbic acid
• CAS No.: 490-83-5
• Deprecated CAS: 19455-06-2,21090-23-3,2365-07-3
• Molecular Formula: C6H6 O6
• Molecular Weight: 174.11
• Hs Code.: 2936270000
• European Community (EC) Number: 207-720-6
• UNII: Y2Z3ZTP9UM
• DSSTox Substance ID: DTXSID00912316
• Nikkaji Number: J12.580F
• Wikipedia: Dehydroascorbic_acid
• Wikidata: Q3116723
• NCI Thesaurus Code: C68508
• Metabolomics Workbench ID: 51531
• Mol file: 490-83-5.mol

Synonyms:Acid, Dehydroascorbic;Dehydroascorbic Acid

Chemical Property of Dehydroascorbic acid

Chemical Property:

• Vapor Pressure: 1.14E-07mmHg at 25°C
• Melting Point: 228 °C (dec.)(lit.)
• Boiling Point: 389.3°Cat760mmHg
• PKA: 3.90(at 25℃)
• Flash Point: 170°C
• PSA: 100.90000
• Density: 1.743g/cm³
• LogP: -2.59680
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Sonicated)
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 174.01643791
• Heavy Atom Count: 12
• Complexity: 244

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-Dehydro ascorbic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C1C(=O)C(=O)C(=O)O1)O)O
• Isomeric SMILES: C([C@@H]([C@@H]1C(=O)C(=O)C(=O)O1)O)O
• Uses: The reversibly oxidized form of ascorbic acid.

Technology Process of Dehydroascorbic acid

There total 58 articles about Dehydroascorbic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(4-bromophenyl)-λ3-iodanediyl diacetate (41018-52-4) + ascorbic acid (50-81-7,98966-42-8) → 1,4-bromoiodobenzene (589-87-7) + acetic acid (64-19-7,77671-22-8) + L-dehydroascorbic acid (490-83-5)

Guidance literature:

In acetic acid; at 24.9 ℃; Rate constant; Thermodynamic data; Equilibrium constant; other temperatures; ΔH(excit.), ΔG(excit.), ΔS(excit.), ΔH, ΔG, ΔS;

Reference yield:

ascorbic acid (50-81-7,98966-42-8) → ascorbate (299-36-5) + L-dehydroascorbic acid (490-83-5)

Guidance literature:

With superoxide ion; In acetonitrile; Mechanism; Rate constant; Ambient temperature; variarion of solvent and oxidizing agent, effect of Fe⁽³⁺⁾;

Reference yield:

2,3-Dimethoxy-5-methyl-1,4-benzoquinone (605-94-7) + ascorbic acid (50-81-7,98966-42-8) → 2,3-dimethoxy-5-methylbenzene-1,4-diol (3066-90-8) + L-dehydroascorbic acid (490-83-5)

Guidance literature:

With acetate-phosphate buffer; at 25 ℃; Rate constant; Mechanism; Thermodynamic data; pH 3.0; var. pH; var. temps.; ΔS(excit.), ΔH(excit.), ΔG(excit.);

upstream raw materials:

ascorbic acid

2,3-Dimethoxy-5-methyl-1,4-benzoquinone

[bis(acetoxy)iodo]benzene

4-chloro-1-(diacetoxyiodo)benzene

Downstream raw materials:

L-threo-2,3-hexodiulosono-1,4-lactone 2-(phenylhydrazone)

(3aR,6aR,12aR)-3c,5a,9c,11a-tetrakis-benzoyloxy-(3ar,5at,9ac,11at)-tetrahydro-1,4,6,7,10,12-hexaoxa-dicyclopent[c,i]-s-indacene-5,11-dione

N-(2-aminophenyl)-3-[(1S,2S)-1,2,3-trihydroxypropyl]quinoxaline-2-carboxamide

L-threo-2,3-hexodiulosono-1,4-lacton 2,3-bis(phenylhydrazone)

Refernces

• 1、 Smuleac, Vasile,Varma, Rajender,Baruwati, Babita,Sikdar, Subhas,Bhattacharyya, Dibakar. "Nanostructured membranes for enzyme catalysis and green synthesis of nanoparticles". . p. 1773 - 1777. Retrieved 2011.
• 2、 Sailani, Riya,Dubey, Sapna,Khandelwal,Sharma,Khan, Perveen. "Kinetics and mechanism of oxidation of l-ascorbic acid by peroxomonosulphate in acid perchlorate medium. Role of copper (II) as a trace metal-ion catalyst". . p. 1088 - 1094. Retrieved 2011.
• 3、 Lutz, Barry R.,Chen, Jian,Schwartz, Daniel T.. "Characterizing homogeneous chemistry using well-mixed microeddies". . p. 1606 - 1612. Retrieved 2006.
• 4、 Tudela, Juan Antonio,Hernandez, Jose Antonio,Gil, Maria Isabel,Espin, Juan Carlos. "L-Galactono-γ-lactone dehydrogenase activity and vitamin C content in fresh-cut potatoes stored under controlled atmospheres". . p. 4296 - 4302. Retrieved 2003.
• 5、 Manivel,Dhakshnamoorthy,Balamurugan,Ponpandian,Mangalaraj,Viswanathan. "Conducting polyaniline-graphene oxide fibrous nanocomposites: Preparation, characterization and simultaneous electrochemical detection of ascorbic acid, dopamine and uric acid". . p. 14428 - 14437. Retrieved 2013.
• 6、 Myshkin, Anatoli E.,Konyaeva, Vera S.,Gumargalieva, Klara Z.,Moiseev, Yuri V.. "Oxidation of Ascorbic Acid in the Presence of Nitrites". . p. 2948 - 2950. Retrieved 1996.
• 7、 Pap, József S.,Szywriel, ?ukasz,Rowińska-Zyrek, Magdalena,Nikitin, Konstantin,Fritsky, Igor O.,Koz?owski, Henryk. "An efficient copper(III) catalyst in the four electron reduction of molecular oxygen by l-ascorbic acid". . p. 77 - 82. Retrieved 2011.
• 8、 Cao, Gao-Juan,Jiang, Xiumei,Zhang, Hui,Croley, Timothy R.,Yin, Jun-Jie. "Mimicking horseradish peroxidase and oxidase using ruthenium nanomaterials". . p. 52210 - 52217. Retrieved 2017.
• 9、 Karkovi?, Ana,Brala, Cvijeta Jakobu?i?,Pilepi?, Viktor,Ur?i?, Stanko. "Solvent-induced hydrogen tunnelling in ascorbate proton-coupled electron transfers". . p. 1757 - 1761. Retrieved 2011.
• 10、 Zhang, Zhijun,Li, Xi,Wang, Chenggang,Zhang, Chaocan,Liu, Peng,Fang, Tingting,Xiong, Yan,Xu, Wenjing. "A novel dinuclear Schiff-base copper(II) complex modified electrode for ascorbic acid catalytic oxidation and determination". . p. 1252 - 1258. Retrieved 2012.