2-dehydro-D-gluconic acid

Base Information

• Chemical Name: 2-dehydro-D-gluconic acid
• CAS No.: 669-90-9
• Molecular Formula: C6H10 O7
• Molecular Weight: 194.141
• European Community (EC) Number: 211-574-9
• UNII: 773WWQ6UFE
• DSSTox Substance ID: DTXSID9027287
• Nikkaji Number: J117.707I
• Wikidata: Q27103150
• Metabolomics Workbench ID: 51332
• Mol file: 669-90-9.mol

Synonyms:2-ketogluconate;2-ketogluconate, (D)-isomer;2-ketogluconate, (D)-isomer, monopotassium salt;2-ketogluconate, monosodium salt;2-ketogluconic acid;2-oxogluconate

Chemical Property of 2-dehydro-D-gluconic acid

Chemical Property:

• Vapor Pressure: 2.21E-13mmHg at 25°C
• Melting Point: 152 °C
• Boiling Point: 528.6°C at 760 mmHg
• PKA: 2.10±0.54(Predicted)
• Flash Point: 225°C
• PSA: 135.29000
• Density: 1.941g/cm³
• LogP: -3.28490
• 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%, ^*data from raw suppliers

2-Keto-d-gluconicAcid ^*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-dehydro-D-gluconic acid

There total 22 articles about 2-dehydro-D-gluconic 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: 55.0%

D-Glyceraldehyde (453-17-8,367-47-5,26793-98-6) + 3-hydroxy-2-oxopropionic acid (1113-60-6) → fructonic acid (669-90-9,16533-48-5,29123-55-5,20248-27-5)

Guidance literature:

With recombinant aldolase B₂T₁L₆ from Burkholderia phytofirmans; manganese(ll) chloride; In aq. buffer; for 20h; pH=8; Reagent/catalyst; stereoselective reaction; Catalytic behavior; Green chemistry; Enzymatic reaction;

DOI:10.1039/c6gc02652d

Reference yield:

alpha-D-glucopyranose (492-62-6) → D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + D-fructose (470-23-5) + gluconic acid (526-95-4) + fructonic acid (669-90-9,16533-48-5,29123-55-5,20248-27-5) + 5-keto-D-gluconic acid (5287-64-9) + D-glucaric acid (87-73-0,7231-46-1)

Guidance literature:

With oxygen; Pt(5%)Bi(5%)/C; at 40 ℃; under 750.075 Torr; pH=11; Product distribution / selectivity;

Reference yield:

D-Glucose (2280-44-6) → gluconic acid (526-95-4) + fructonic acid (669-90-9,16533-48-5,29123-55-5,20248-27-5)

Guidance literature:

With potassium hydroxide; phosphate buffer; In water; at 30 ℃; Product distribution; cells of Micrococcus sp. grown on the sodium acetate medium; various reaction conditions;

upstream raw materials:

D-Fructose

D-glucosone

δ-D-mannonolactone

D-Glucono-1,5-lactone

Downstream raw materials:

D-arabino-[2]hexulosonic acid methyl ester

isoascorbic acid

ascorbic acid

5-Formyl-2-furancarboxylic acid

Refernces

• 1、 Maksimovi?, Vuk,Mojovi?, Milo?,Vu?ini?, ?eljko. "Monosaccharide-H2O2 reactions as a source of glycolate and their stimulation by hydroxyl radicals". . p. 2360 - 2369. Retrieved 2007/10/03.
• 2、 Rastogi,Chand, Prem. "Non-linear kinetics and mechanism of fructose and bromate reaction in acidic medium". . p. 1027 - 1030. Retrieved 2007/10/03.