2-Keto-L-gulonic acid

Base Information

• Chemical Name: 2-Keto-L-gulonic acid
• CAS No.: 526-98-7
• Molecular Formula: C6H10O7
• Molecular Weight: 194.141
• Hs Code.: 2918990090
• European Community (EC) Number: 208-403-5,627-666-0
• UNII: I49386U15C
• DSSTox Substance ID: DTXSID901031512
• Nikkaji Number: J15.074F
• Wikidata: Q27109187
• Metabolomics Workbench ID: 53708
• Mol file: 526-98-7.mol

Synonyms:2-keto-L-gulonic acid;provitamin C;provitamin C, (L-xylo)-isomer;provitamin C, monosodium salt

Chemical Property of 2-Keto-L-gulonic acid

Chemical Property:

• Vapor Pressure: 2.04E-14mmHg at 25°C
• Melting Point: 171 °C
• Refractive Index: 1.593
• Boiling Point: 550.6 °C at 760 mmHg
• PKA: 2.10±0.54(Predicted)
• Flash Point: 300.9 °C
• PSA: 135.29000
• Density: 1.757g/cm³
• LogP: -3.28490
• Water Solubility.: 335.3g/L at 20℃
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 194.04265265
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

99.9% ^*data from raw suppliers

2-Keto-L-gulonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(=O)C(=O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]([C@H]([C@@H](C(=O)C(=O)O)O)O)O)O

Technology Process of 2-Keto-L-gulonic acid

There total 32 articles about 2-Keto-L-gulonic 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:

→ 2-keto-L-gulonic acid (526-98-7,16533-48-5,29123-55-5,20248-27-5) + ascorbic acid (50-81-7,98966-42-8)

Guidance literature:

In Tri-n-octylamine; 8-methyl-1-nonanol; tri(n-decyl)amine; water; at 30 ℃; Purification / work up;

Reference yield:

2,5-diketo-D-gluconic acid (2595-33-7) → fructonic acid (669-90-9,16533-48-5,29123-55-5,20248-27-5) + 2-keto-L-gulonic acid (526-98-7,16533-48-5,29123-55-5,20248-27-5) + D-lyxo-hex-5-ulosonic acid (13425-76-8) + 5-keto-D-gluconic acid (5287-64-9)

Guidance literature:

With Ru-TPPTS; sulfuric acid; hydrogen; sodium iodide; In water; at 27 ℃; for 8h; under 7500.6 Torr; Product distribution; other pH, temperature, reaction time, hydrogen pressure, catalyst amount;

DOI:10.1016/S0008-6215(97)00121-3

Reference yield:

L-sorbose (87-79-6,18875-34-8) → 2-keto-L-gulonic acid (526-98-7,16533-48-5,29123-55-5,20248-27-5)

Guidance literature:

With oxygen; Pt/Al₂O₃; at 50 ℃; for 2.86667h; under 750.06 Torr; other catalysts; var. reaction time;

DOI:10.1006/jcat.1994.1336

upstream raw materials:

methanol

L-sorbose

copper diacetate

L-sorbosone

Downstream raw materials:

ascorbic acid

L-xylo-[2]hexulosonic acid benzyl ester

Refernces

• 1、 Kaswurm, Vanja,Pacher, Claudia,Kulbe, Klaus Dieter,Ludwig, Roland. "2,5-Diketo-gluconic acid reductase from Corynebacterium glutamicum: Characterization of stability, catalytic properties and inhibition mechanism for use in vitamin C synthesis". . p. 2012 - 2019. Retrieved 2013/02/25.
• 2、 -. "PROCESS FOR THE RECOVERY OF ORGANIC ACIDS". Page column 8. . Retrieved 2008/06/13.