2-Ethoxy-2-oxoacetic acid

Base Information

• Chemical Name: 2-Ethoxy-2-oxoacetic acid
• CAS No.: 617-37-8
• Molecular Formula: C4H6O4
• Molecular Weight: 118.089
• Hs Code.: 2918990090
• European Community (EC) Number: 624-672-5
• DSSTox Substance ID: DTXSID00275731
• Nikkaji Number: J21.757C
• Wikidata: Q82005886
• Mol file: 617-37-8.mol

Synonyms:2-ethoxy-2-oxoacetic acid;617-37-8;Oxalic acid monoethyl ester;oxalic acid 1-ethyl ester;Ethyl hydrogen oxalate;Oxalic Acid Ethyl Ester;MFCD00785870;Oxalsaureathylester;oxalic acid monoethylester;2-ethoxy-2-oxoaceticacid;Ethoxy(oxo)acetic acid #;SCHEMBL98770;Ethanedioic acid 1-ethyl ester;DTXSID00275731;AKOS006223021;CS-W018770;CS-17385;SY257067;C75898

Chemical Property of 2-Ethoxy-2-oxoacetic acid

Chemical Property:

• Vapor Pressure: 0.106mmHg at 25°C
• Melting Point: 195 °C (decomp)
• Refractive Index: n20/D1.424
• Boiling Point: 204.7oC at 760 mmHg
• PKA: 1.53±0.54(Predicted)
• Flash Point: 89.3oC
• PSA: 63.60000
• Density: 1.274g/cm3
• LogP: -0.36590
• Storage Temp.: ?20°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 118.02660867
• Heavy Atom Count: 8
• Complexity: 107

Purity/Quality:

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

OxalicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(=O)O
• Uses: Oxalic Acid Ethyl Ester is a useful synthetic intermediate. It is used to synthesize 2-substituted 3-aryl-4(3H)-quinazolinones with anticonvulsant activities. It is also used to prepare nonbenzamidine tetrazole derivatives as factor Xa inhibitors.

Technology Process of 2-Ethoxy-2-oxoacetic acid

There total 6 articles about 2-Ethoxy-2-oxoacetic 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:

tert.-butylhydroperoxide (75-91-2) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → tert-Butyl peroxybenzoate (614-45-9) + ethanol (64-17-5) + oxalic acid monoethyl ester (617-37-8) + benzoic acid tert-butyl ester (774-65-2) + benzoic acid (65-85-0,8013-63-6) + tert-butyl alcohol (75-65-0)

Guidance literature:

With bis(acetylacetonate)oxovanadium; In benzene; at 20 ℃; for 1h;

DOI:10.1134/S1070363211030182

Reference yield:

ethyl (dimethylsulfuranylidene)acetate (7380-81-6) → dimethylsulfone (67-71-0) + oxalic acid monoethyl ester (617-37-8)

Guidance literature:

With ozone; In dichloromethane; 1.) -78 deg C to -60 deg C, 3 h, 2.) -60 deg C to 20 deg C;

DOI:10.1007/BF00965396

Reference yield:

2-phenylamino-but-2-enedioic acid diethyl ester (33511-74-9,33511-77-2,49680-03-7) → oxalic acid monoethyl ester (617-37-8) + Ethyl oxanilate (1457-85-8)

Guidance literature:

With tert.-butylhydroperoxide; In water; chlorobenzene; at 80 ℃; for 1.5h; Mechanism; Sealed tube;

DOI:10.1055/s-0036-1588990

upstream raw materials:

ethanol

oxalic acid

ethyl (dimethylsulfuranylidene)acetate

tetrachloromethane

Downstream raw materials:

ethyl trimethylacetopyruvate

oxalic acid

oxalic acid diethyl ester

Ethyl oxalyl chloride

Refernces

• 1、 More, Pavan M.,Umbarkar, Shubhangi B.,Dongare, Mohan K.. "Template-free sol–gel synthesis of high surface area mesoporous silica based catalysts for esterification of di-carboxylic acids". . p. 1247 - 1253. Retrieved 2016/10/13.
• 2、 Shereshovets, V. V.,Galin, F. Z.,Elichev, A. A.,Korotaeva, N. M.,Komissarov, V. D.,Tolstikov, G. A.. "OXIDATION OF ETHYL (DIMETHYLSULFURANYLIDENE)ACETATE". . p. 616. Retrieved 2007/10/02.