Ethyl 2,4-dioxovalerate

Base Information

• Chemical Name: Ethyl 2,4-dioxovalerate
• CAS No.: 615-79-2
• Molecular Formula: C7H10O4
• Molecular Weight: 158.154
• Hs Code.: 29183000
• European Community (EC) Number: 210-447-5
• NSC Number: 1243
• UNII: GG3AYJ4ZA3
• DSSTox Substance ID: DTXSID10210476
• Nikkaji Number: J7.029G
• Wikidata: Q72474654
• Mol file: 615-79-2.mol

Synonyms:Ethylacetylpyruvate;Ethyl acetopyruvate;Ethyl 2,4-dioxopentanoate;NSC 1243;NSC 97434;Valericacid, 2,4-dioxo-, ethyl ester (6CI,7CI,8CI);2,4-Dioxopentanoic acid ethylester;Ethoxalylacetone;Ethyl (acetylmethyl)glyoxylate;

Chemical Property of Ethyl 2,4-dioxovalerate

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.000293mmHg at 25°C
• Melting Point: 16-18 °C(lit.)
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 214.712 °C at 760 mmHg
• PKA: 6.86±0.46(Predicted)
• Flash Point: 85.755 °C
• PSA: 60.44000
• Density: 1.115 g/cm³
• LogP: 0.09770
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol
• Water Solubility.: Miscible with water, ether,chloroform, methanol and ethanol.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

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

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 23-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(=O)CC(=O)C
• Uses: Ethyl 2,4-dioxovalerate was used in the preparation of:1H-pyrazolo-[3,4-d]-pyridazin-7(6H)-one core analogpyrazole

Technology Process of Ethyl 2,4-dioxovalerate

There total 7 articles about Ethyl 2,4-dioxovalerate 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: 94.0%

oxalic acid diethyl ester (95-92-1) + acetone (67-64-1) → ethyl 2,4-diketopentanoate (615-79-2)

Guidance literature:

With sodium ethanolate; In ethanol; at -5 ℃; for 3h;

DOI:10.1007/s11696-017-0198-4

Reference yield:

oxalic acid diethyl ester (95-92-1) → ethyl 2,4-diketopentanoate (615-79-2)

Guidance literature:

In acetone;

Reference yield:

orthoformic acid triethyl ester (122-51-0) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + cyanoacetic acid amide (107-91-5) → ethyl 2,4-diketopentanoate (615-79-2)

Guidance literature:

With hydrogenchloride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; In ethanol; water;

upstream raw materials:

sodium ethanolate

oxalic acid diethyl ester

acetone

benzene

Downstream raw materials:

4-acetyl-5-phenyl-dihydro-furan-2,3-dione

1-(4-ethoxy-phenyl)-7-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-5-carboxylic acid ethyl ester

1-(4-ethoxy-phenyl)-3,7-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-5-carboxylic acid ethyl ester

4-acetyl-1-methyl-5-phenyl-pyrrolidine-2,3-dione

Refernces

• 1、 Si, Wei-Jie,Wang, Xiao-Bin,Chen, Min,Wang, Meng-Qi,Lu, Ai-Min,Yang, Chun-Long. "Design, synthesis, antifungal activity and 3D-QSAR study of novel pyrazole carboxamide and niacinamide derivatives containing benzimidazole moiety". . p. 3000 - 3010. Retrieved 2019/02/17.
• 2、 Huang, Danling,Huang, Mingzhi,Liu, Weidong,Liu, Aiping,Liu, Xingping,Chen, Xiaoyang,Pei, Hui,Sun, Jiong,Yin, Dulin,Wang, Xiaoguang. "Design, synthesis and biological evaluation of 1H-pyrazole-5-carboxamide derivatives as potential fungicidal and insecticidal agents". . p. 2053 - 2061. Retrieved 2017/09/30.