3-Oxoadipic acid

Base Information

• Chemical Name: 3-Oxoadipic acid
• CAS No.: 689-31-6
• Molecular Formula: C6H8O5
• Molecular Weight: 160.127
• Hs Code.: 2918300090
• European Community (EC) Number: 633-254-1
• NSC Number: 18511
• UNII: 1379JRA56F
• DSSTox Substance ID: DTXSID30218974
• Nikkaji Number: J309.041H
• Wikidata: Q27117141
• Metabolomics Workbench ID: 2016
• Mol file: 689-31-6.mol

Synonyms:3-ketoadipic;3-oxoadipic acid;3-oxoadipic acid, disodium salt;beta-ketoadipate;beta-ketoadipic acid;beta-oxoadipic acid

Chemical Property of 3-Oxoadipic acid

Chemical Property:

• Vapor Pressure: 5.96E-08mmHg at 25°C
• Melting Point: 124-126oC
• Boiling Point: 412.2°Cat760mmHg
• PKA: 3.13±0.32(Predicted)
• Flash Point: 217.3°C
• PSA: 91.67000
• Density: 1.405g/cm³
• LogP: -0.10500
• Storage Temp.: −20°C
• Solubility.: Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.9
• 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:

99% ^*data from raw suppliers

3-OxohexanedioicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(=O)O)C(=O)CC(=O)O
• Uses: 3-Oxohexanedioic Acid is a degradation product of catechol in the presence of hydrogen peroxide; Also, it is derived from 3-Oxohexanedioic Acid Diethyl Ester (O856830), which is an intermediate used to prepare CMPF (C595000) which is a drug-binding inhibitor which is also a constituent of urine. CMPF can inhibit specific T4 binding in serum by increasing the free concentration of direct competitors.

Technology Process of 3-Oxoadipic acid

There total 20 articles about 3-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: 47.0%

dimethyl 3-oxoadipate (5457-44-3) → 3-oxoadipic acid (689-31-6)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃;

Reference yield:

β-ketoadipate enol-lactone (1124-49-8) → 3-oxoadipic acid (689-31-6)

Guidance literature:

With γ-carboxy-muconolactone decarboxylase; In aq. buffer; at 30 ℃; for 0.0833333h; pH=7.5; Enzymatic reaction;

DOI:10.1080/09168451.2014.993915

Reference yield:

γ-carboxymuconolactone (13249-46-2) → 3-oxoadipic acid (689-31-6)

Guidance literature:

With γ-carboxy-muconolactone decarboxylase; In aq. buffer; at 30 ℃; for 0.0833333h; pH=7.5; Enzymatic reaction;

DOI:10.1080/09168451.2014.993915

upstream raw materials:

3,4-Dihydroxybenzoic acid

4-oxo-hex-2t-enedioic acid

cis,cis-Muconic acid

triethyl succinylmalonate

Downstream raw materials:

dimethyl 3-oxoadipate

3-(2-methoxycarbonyl-ethyl)-5-methyl-pyrrole-2,4-dicarboxylic acid-4-benzyl ester-2-methyl ester

ALA

levulinic acid

Refernces

• 1、 Richter. "". . p. 2318,2320. Retrieved 1949.
• 2、 -. "ALTERNATIVE PATHWAYS TO ADIPIC ACID BY COMBINED FERMENTATION AND CATALYTIC METHODS". Paragraph 0132. . Retrieved 2015/09/22.
• 3、 Draths,Frost. "Conversion of D-glucose into catechol: The not-so-common pathway of aromatic biosynthesis". . p. 9361 - 9363. Retrieved 2007/10/02.