Ethyl 2,4-dioxohexanoate

Base Information

• Chemical Name: Ethyl 2,4-dioxohexanoate
• CAS No.: 13246-52-1
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 2918300090
• European Community (EC) Number: 236-228-4
• UNII: 9064NS087D
• DSSTox Substance ID: DTXSID7065382
• Nikkaji Number: J213.776C
• Wikidata: Q27271288
• Metabolomics Workbench ID: 46713
• Mol file: 13246-52-1.mol

Synonyms:Ethyl 2,4-dioxohexanoate;13246-52-1;Ethyl propionyl pyruvate;Hexanoic acid, 2,4-dioxo-, ethyl ester;Ethyl beta-propionylpyruvate;Ethyl 2,4-diketocaproate;ethyl-2,4-dioxohexanoate;2,4-Dioxohexanoic acid, ethyl ester;FEMA No. 3278;Ethyl propionylpyruvate;EINECS 236-228-4;UNII-9064NS087D;MFCD03265450;9064NS087D;SCHEMBL1178944;DTXSID7065382;FEMA 3278;CHEBI:173788;2,4-dioxohexanoic acid ethyl ester;STK353486;ETHYL .BETA.-PROPIONYLPYRUVATE;AKOS000117988;AB13926;LS-2725;ETHYL-2,4-DIOXOHEXANOATE [FHFI];DS-15813;SY102571;2,4-DIOXO-HEXANOIC ACID ETHYL ESTER;CS-0129547;FT-0725805;EN300-27635;A888291;Q27271288;Z240869808

Chemical Property of Ethyl 2,4-dioxohexanoate

Chemical Property:

• Vapor Pressure: 0.0548mmHg at 25°C
• Refractive Index: 1.43
• Boiling Point: 233.8 °C at 760 mmHg
• PKA: 6.75±0.46(Predicted)
• Flash Point: 95.4 °C
• PSA: 60.44000
• Density: 1.087g/cm³
• LogP: 0.48780
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

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

Ethyl 2,4-dioxohexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2,4-dioxohexanoate

There total 4 articles about Ethyl 2,4-dioxohexanoate 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: 90.0%

oxalic acid diethyl ester (95-92-1) + butanone (78-93-3) → ethyl-2,4-dioxohexanoate (13246-52-1)

Guidance literature:

With sodium ethanolate; In ethanol; for 2h; Cooling with ice;

Reference yield: 40.0%

ethanol (64-17-5) + oxalic acid diethyl ester (95-92-1) + butanone (78-93-3) → ethyl-2,4-dioxohexanoate (13246-52-1)

Guidance literature:

ethanol; With sodium hydride; at 0 ℃; for 0.166667h;

oxalic acid diethyl ester; butanone; at 0 - 20 ℃;

With sulfuric acid; water;

Reference yield:

oxalic acid diethyl ester (95-92-1) + butanone (78-93-3) → (3-methyl-2,4,5-trioxo-cyclopentyl)-glyoxylic acid ethyl ester (781-38-4) + ethyl-2,4-dioxohexanoate (13246-52-1)

Guidance literature:

With sodium ethanolate;

upstream raw materials:

oxalic acid diethyl ester

butanone

ethanol

Downstream raw materials:

Hexane-1,2-diol

ethyl 3-ethyl-1H-pyrazole-5-carboxylate

4-Acetyl-3-hydroxy-2-oxo-2,5-dihydropyrrole

ethyl 5-ethyl-1-(4-methylbenzyl)-1H-pyrazole-3-carboxylate

Refernces

• 1、 Montgomery, Justin I,Smith, James F,Tomaras, Andrew P,Zaniewski, Richard,McPherson, Craig J,McAllister, Laura A,Hartman-Neumann, Sandra,Arcari, Joel T,Lescoe, Marykay,Gutierrez, Jemy,Yuan, Ying,Limberakis, Chris,Miller, Alita A.. "Discovery and characterization of a novel class of pyrazolopyrimidinedione tRNA synthesis inhibitors". . p. 361 - 367. Retrieved 2015.
• 2、 -. "A two-fluoro the benzyl is wicked zole miticides (by machine translation)". Paragraph 0017; 0018; 0019; 0020. . Retrieved 2019/02/25.
• 3、 Dai, Hong,Ge, Shushan,Guo, Jing,Chen, Shi,Huang, Meiling,Yang, Jiaying,Sun, Siyu,Ling, Yong,Shi, Yujun. "Development of novel bis-pyrazole derivatives as antitumor agents with potent apoptosis induction effects and DNA damage". . p. 1066 - 1076. Retrieved 2017/12/15.