2-Oxoadipic acid

Base Information

• Chemical Name: 2-Oxoadipic acid
• CAS No.: 3184-35-8
• Molecular Formula: C6H8O5
• Molecular Weight: 160.127
• Hs Code.: 29183000
• European Community (EC) Number: 636-531-5
• UNII: BB72FKL1M2
• DSSTox Substance ID: DTXSID20185702
• Nikkaji Number: J39.063A
• Wikipedia: Alpha-Ketoadipic_acid
• Wikidata: Q2823207
• Metabolomics Workbench ID: 2033
• Mol file: 3184-35-8.mol

Synonyms:2-oxoadipic acid;alpha-ketoadipic acid

Chemical Property of 2-Oxoadipic acid

Chemical Property:

• Vapor Pressure: 2.68E-06mmHg at 25°C
• Melting Point: 123-125 °C
• Refractive Index: 1.491
• Boiling Point: 364.259 °C at 760 mmHg
• PKA: 2.53±0.54(Predicted)
• Flash Point: 188.283 °C
• PSA: 91.67000
• Density: 1.405 g/cm³
• LogP: -0.10500
• Storage Temp.: −20°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 160.03717335
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

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

2-Oxoadipic acid ≥95.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)C(=O)O)CC(=O)O

Technology Process of 2-Oxoadipic acid

There total 21 articles about 2-Oxoadipic 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: 99.0%

ethyl 5-(methoxycarbonyl)-2-(2'-thiopyridyl)-2-trifluoroacetoxy-pentanoate (145144-90-7) → 2-oxohexanedioic acid (3184-35-8)

Guidance literature:

With water; potassium carbonate; Ambient temperature;

DOI:10.1016/0040-4020(94)01054-4

Reference yield: 80.0%

cephalosporin C (61-24-5) → 2-oxohexanedioic acid (3184-35-8) + 7β-(5-carboxy-5-oxopentanamido)cephalosporanic acid (28242-83-3) + 7-Aminocephalosporanic acid (957-68-6)

Guidance literature:

With sodium hydroxide; D-amino acid oxidase; bovine catalase (on glyoxyl agarose); glutaryl acylase (immobilized on polyethyleneimine); In phosphate buffer; at 25 ℃; for 3h; pH=8; Enzymatic reaction;

DOI:10.1002/adsc.200505099

Reference yield: 60.0%

6-methoxy-5,6-dioxo-hexanoic acid → 2-oxohexanedioic acid (3184-35-8)

Guidance literature:

With methanol; sodium hydroxide; In dichloromethane; for 1.5h;

upstream raw materials:

L-homoglutamic acid

6-ethoxy-5,6-dioxohexanoic acid

1-oxo-butane-1,2,4-tricarboxylic acid triethyl ester

1-(1-hydroxy-ethyl)-cyclohexane-1,2,3-triol

Downstream raw materials:

(R,S)-2-aminoadipic acid

Refernces

• 1、 -. "HEXONE GLUCOKINASE INHIBITOR AND USE THEREOF". Paragraph 0104-0105. . Retrieved 2021/12/14.
• 2、 Lopez-Gallego, Fernando,Batencor, Lorena,Hidalgo, Aurelio,Mateo, Cesar,Fernandez-Lafuente, Roberto,Guisan, Jose M.. "One-pot conversion of cephalosporin C to 7-aminocephalosporanic acid in the absence of hydrogen peroxide". . p. 1804 - 1810. Retrieved 2007/10/03.