Diethyl oxalacetate

Base Information

• Chemical Name: Diethyl oxalacetate
• CAS No.: 108-56-5
• Molecular Formula: C8H12O5
• Molecular Weight: 188.18
• Hs Code.: 2918300090
• European Community (EC) Number: 203-594-1
• NSC Number: 68476
• UNII: 15S56468G7
• DSSTox Substance ID: DTXSID60148351
• Nikkaji Number: J10.339J
• Wikidata: Q27251741
• Metabolomics Workbench ID: 67820
• Mol file: 108-56-5.mol

Synonyms:Diethyl oxalacetate;diethyl 2-oxobutanedioate;108-56-5;Ethyl oxalacetate;diethyl 2-oxosuccinate;Diethyl oxaloacetate;OXALACETIC ACID DIETHYL ESTER;Butanedioic acid, oxo-, diethyl ester;Oxalacetic acid, diethyl ester;AI3-11632;UNII-15S56468G7;EINECS 203-594-1;NSC 68476;NSC-68476;2-Oxobutanedioic acid 1,4-diethyl ester;15S56468G7;Oxalacetic acid diethyl ester sodium salt;Oxalessigester;1,4-diethyl 2-oxobutanedioate;Oxalacetic ester;Diethyloxalacetate;Diethyl oxosuccinate;oxalacetic diethyl ester;Oxalacetc acd dethyl ester;bmse000148;SCHEMBL1680531;ETHYL OXALACETATE DIESTER;DIETHYL OXALACETATE [MI];DTXSID60148351;2-Oxo-succinic acid diethyl ester;2-oxobutanedioic acid diethyl ester;NSC68476;Oxalacetic acid diethyl ester, 90%;MFCD00059229;AKOS009130405;Oxalacetic acid, diethyl ester (8CI);CS-W016821;FT-0631606;O0073;Butanedioic acid, oxo-, diethyl ester (9CI);EN300-28249;2-OXOBUTANEDIOIC ACID DIETHYL ESTER [MI];J-523845;Q27251741

Chemical Property of Diethyl oxalacetate

Chemical Property:

• Vapor Pressure: 0.0175mmHg at 25°C
• Melting Point: <25 °C
• Refractive Index: 1.431
• Boiling Point: 254.223 °C at 760 mmHg
• PKA: 8.01±0.46(Predicted)
• Flash Point: 106.406 °C
• PSA: 72.83000
• Density: 1.143 g/cm³
• LogP: 0.55450
• Storage Temp.: Freezer
• Water Solubility.: Insoluble in water
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 188.06847348
• Heavy Atom Count: 13
• Complexity: 209

Purity/Quality:

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

Diethyl Oxalacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCOC(=O)CC(=O)C(=O)OCC
• Uses: Diethyl Oxalacetate is an allosteric inhibitor of human m-NAD(P)-ME.

Technology Process of Diethyl oxalacetate

There total 37 articles about Diethyl oxalacetate 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: 83.0%

sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate (40876-98-0,88330-76-1,125898-38-6) → diethyl oxaloacetate (108-56-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; water;

DOI:10.1021/acs.jmedchem.8b00605

Reference yield: 74.0%

ethyl acetate (141-78-6) + oxalic acid diethyl ester (95-92-1) → diethyl oxaloacetate (108-56-5)

Guidance literature:

oxalic acid diethyl ester; With sodium ethanolate; In benzene; at 0 ℃; Inert atmosphere;

ethyl acetate; In benzene; at 0 - 20 ℃; for 14.5h; Inert atmosphere;

DOI:10.1039/b905556h

Reference yield: 42.0%

acetylenedicarboxylic acid diethyl ester (762-21-0) → diethyl oxaloacetate (108-56-5)

Guidance literature:

With water; platinum(II) chloride; In methanol; at 60 ℃;

DOI:10.1016/j.catcom.2014.07.010

upstream raw materials:

Ketene

oxalyl dichloride

Acetoxymaleinsaeureanhydrid

ethanol

Downstream raw materials:

diethyl 3-phenylisoxazole-4,5-dicarboxylate

6-Methyl-7-oxo-7,8-dihydrolumazin

6-methylisoxanthopterin

(2-amino-4,7-dioxo-3,4,7,8-tetrahydro-pteridin-6-yl)-acetic acid

Refernces

• 1、 Nepveu, Francoise,Gaultier, Nicolas,Korber, Nikolaus,Jaud, Joel,Castan, Paule. "New Polynuclear Manganese(II) Complexes with Orotic Acid and some of its Derivatives: Crystal Structures, Spectroscopic and Magnetic Studies". . p. 4005 - 4014. Retrieved 1995.
• 2、 -. "Preparation method of 2-(4-fluorophenyl)pyrimidine derivative". Paragraph 0020; 0021; 0022. . Retrieved 2018/03/26.
• 3、 -. "Preparation method for pyrimidine compound". Paragraph 0020-0022. . Retrieved 2017/07/21.