2-(Ethoxymethylene)-3-oxobutanoic acid ethyl ester

Base Information

• Chemical Name: 2-(Ethoxymethylene)-3-oxobutanoic acid ethyl ester
• CAS No.: 3788-94-1
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Hs Code.: 2918990090
• European Community (EC) Number: 223-259-3
• Nikkaji Number: J2.133.166J
• Mol file: 3788-94-1.mol

Synonyms:3788-94-1;ethyl 2-(ethoxymethylene)-3-oxobutanoate;66975-53-9;2-(Ethoxymethylene)-3-oxobutanoic acid ethyl ester;(Z)-Ethyl 2-(ethoxymethylene)-3-oxobutanoate;Ethyl 2-Acetyl-3-ethoxyacrylate;SCHEMBL4197379;FNASCUBBFNCFQO-VURMDHGXSA-N;AKOS005169871;DS-12313;(Z)-Ethyl2-(ethoxymethylene)-3-oxobutanoate;CS-0008672;ethyl (Z)-2-(ethoxymethylene)-3-oxobutanoate;(Z)-2-Acetyl-3-ethoxyacrylic acid ethyl ester;2-[1-Ethoxy-meth-(Z)-ylidene]-3-oxo-butyric acid ethyl ester

Chemical Property of 2-(Ethoxymethylene)-3-oxobutanoic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0.00755mmHg at 25°C
• Refractive Index: 1.444
• Boiling Point: 268.8 °C at 760 mmHg
• Flash Point: 113.7 °C
• PSA: 52.60000
• Density: 1.049 g/cm³
• LogP: 1.05890
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 186.08920892
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(Ethoxymethylene)acetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC=C(C(=O)C)C(=O)OCC
• Isomeric SMILES: CCO/C=C(/C(=O)C)\C(=O)OCC

Technology Process of 2-(Ethoxymethylene)-3-oxobutanoic acid ethyl ester

There total 11 articles about 2-(Ethoxymethylene)-3-oxobutanoic acid ethyl ester 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%

ethyl acetoacetate (141-97-9) + orthoformic acid triethyl ester (122-51-0) → 2-ethoxymethylene-3-oxobutanoic acid ethyl ester (3788-94-1)

Guidance literature:

With acetic anhydride; at 120 ℃; for 6h;

DOI:10.1002/jhet.3123

Reference yield: 73.0%

ethyl acetoacetate (141-97-9) + trimethyl orthoformate (149-73-5) → 2-ethoxymethylene-3-oxobutanoic acid ethyl ester (3788-94-1)

Guidance literature:

With acetic anhydride; for 2h; Heating;

DOI:10.1021/ol0498848

Reference yield: 69.0%

acetoacetic acid methyl ester (105-45-3) + orthoformic acid triethyl ester (122-51-0) → 2-ethoxymethylene-3-oxobutanoic acid ethyl ester (3788-94-1)

Guidance literature:

With acetic anhydride;

DOI:10.1021/jacs.7b09089

upstream raw materials:

acetic anhydride

ethyl acetoacetate

orthoformic acid triethyl ester

diethoxymethyl acetate

Downstream raw materials:

ethyl 4-methyl-2-phenyl-5-pyrimidinecarboxylate

ethyl β-N-(p-tolyl)naphthalimide-4-amino-α-(aceto)acrylate

2-acetyl-3-(4-bromo-anilino)-acrylic acid ethyl ester

2-[1-(4-Bromo-phenylamino)-meth-(Z)-ylidene]-3-oxo-butyric acid ethyl ester

Refernces

• 1、 Wang, Yu-Heng,Pegis, Michael L.,Mayer, James M.,Stahl, Shannon S.. "Molecular Cobalt Catalysts for O2 Reduction: Low-Overpotential Production of H2O2 and Comparison with Iron-Based Catalysts". . p. 16458 - 16461. Retrieved 2017.
• 2、 Cheng, Long,Shen, Zhong-Hua,Xu, Tian-Ming,Tan, Cheng-Xia,Weng, Jian-Quan,Han, Liang,Peng, Wei-Li,Liu, Xing-Hai. "Synthesis and Nematocidal Activity of N-Substituted 3-Methyl-1H-pyrazole-4-carboxamide Derivatives Against Meloidogyne incognita". . p. 946 - 950. Retrieved 2018.
• 3、 Yu, Wei,Zhai, Zhi-Wen,Wedge, David E.,Duke, Stephen O.,Wu, Hong-Ke,Weng, Jian-Quan,Tan, Cheng-Xia,Zhang, Yong-Gang,Liu, Xing-Hai. "Synthesis and biological activity of novel 1,3,4-oxadiazole derivatives containing a pyrazole moiety". . p. 5989 - 6001. Retrieved 2019.
• 4、 Chen, Min,Li, Guohua,Lu, Aimin,Qiu, Lingling,Wang, An,Wang, Xiaobin,Xue, Wei,Yang, Chunlong. "Expedient discovery for novel antifungal leads targeting succinate dehydrogenase: Pyrazole-4-formylhydrazide derivatives bearing a diphenyl ether fragment". . p. 14426 - 14437. Retrieved 2020/12/22.
• 5、 Wang, Liang-Liang,Battini, Narsaiah,Bheemanaboina, Rammohan R.Yadav,Zhang, Shao-Lin,Zhou, Cheng-He. "Design and synthesis of aminothiazolyl norfloxacin analogues as potential antimicrobial agents and their biological evaluation". . p. 105 - 123. Retrieved 2019/02/15.