Ethyl 4,4-difluoroacetoacetate

Base Information

• Chemical Name: Ethyl 4,4-difluoroacetoacetate
• CAS No.: 352-24-9
• Molecular Formula: C6H8F2O3
• Molecular Weight: 166.125
• Hs Code.: 2918300090
• European Community (EC) Number: 206-519-0
• DSSTox Substance ID: DTXSID2059851
• Nikkaji Number: J193.822C
• Wikidata: Q72474323
• Mol file: 352-24-9.mol

Synonyms:ethyl 4,4-difluoro-3-oxobutanoate;352-24-9;Ethyl 4,4-difluoroacetoacetate;Ethyl 4,4-difluoro-3-oxobutyrate;Ethyl difluoroacetoacetate;Butanoic acid, 4,4-difluoro-3-oxo-, ethyl ester;C6H8F2O3;4,4-Difluoroacetoacetic Acid Ethyl Ester;EINECS 206-519-0;MFCD00039277;4,4-difluoro-3-oxo-butyric acid ethyl ester;ethyl 4,4-difluoro-3-oxo-butanoate;SCHEMBL18890;DTXSID2059851;ethyl 4,4-difluoro(acetoacetate);ethyl 4,4-difluoro-3-ketobutyrate;FD2057;STK312810;AKOS000305790;CS-W009248;AM803758;DS-14761;SY016930;4,4-Difluoro-3-oxobutanoic acid ethyl ester;4,4-Difluoro-3-oxobutyric Acid Ethyl Ester;E1018;FT-0601864;4,4-Difluoro-3-oxo butyric acid ethyl ester;4,4-difluoro-3-oxo-butanoic acid ethyl ester;EN300-65605;J-520947;F8888-6294

Chemical Property of Ethyl 4,4-difluoroacetoacetate

Chemical Property:

• Vapor Pressure: 1.49mmHg at 25°C
• Melting Point: -46°C(lit.)
• Refractive Index: 1.407
• Boiling Point: 170.1 °C at 760 mmHg
• PKA: 8.61±0.46(Predicted)
• Flash Point: 55.7 °C
• Density: 1.191 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 166.04415044
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4,4-Difluoroacetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; F
• Hazard Codes: F,Xi
• Statements: 10-36/37/38-36/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C(F)F
• Uses: Ethyl 4,4-difluoro-3-oxobutanoate is an intermediate used for the synthesis of pharmaceuticals such as potassium channel activators and β-alanine derived GABA-T antagonists. Ethyl 4,4-Difluoroacetoacetate is an intermediate used for the synthesis of pharmaceuticals such as potassium channel activators and β-alanine derived GABA-T antagonists.

Technology Process of Ethyl 4,4-difluoroacetoacetate

There total 25 articles about Ethyl 4,4-difluoroacetoacetate 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: 95.5%

ethyl difluoroacetate (454-31-9) + ethyl acetate (141-78-6) → ethyl 4,4-difluoro-3-oxobutyrate (352-24-9)

Guidance literature:

ethyl acetate; With sodium ethanolate; at 25 ℃;

ethyl difluoroacetate; at 10 - 65 ℃;

With sulfuric acid; water; at 20 - 25 ℃; for 0.333333h; Product distribution / selectivity;

Reference yield: 95.0%

C6H7F2O3(1-)*Na(1+) → ethyl 4,4-difluoro-3-oxobutyrate (352-24-9)

Guidance literature:

With hydrogenchloride; In water; at 5 - 10 ℃; pH=1 - 3;

Reference yield: 90.0%

difluoroacetic acid methyl ester (433-53-4) + ethyl acetate (141-78-6) → ethyl 4,4-difluoro-3-oxobutyrate (352-24-9)

Guidance literature:

With sodium methylate; at 5 - 15 ℃; for 1h;

upstream raw materials:

ethyl difluoroacetate

ethyl acetate

ethyl bromoacetate

para-bromoacetophenone

Downstream raw materials:

ethyl 4,4-difluoro-3-benzylamino-2-butenoate

ethyl (E)-4,4-difluoro-but-2-enoate

diethyl 2,6-bis(difluoromethyl)-4-(4-chloro-2-(trifluoromethyl)phenyl)-1,4-dihydropyridine-3,5-dicarboxylate

diethyl 2,6-bis(difluoromethyl)-4-(3-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Refernces

• 1、 Walter, Harald,Lamberth, Clemens,Corsi, Camilla. "Synthesis of fungicidally active succinate dehydrogenase inhibitors with novel difluoromethylated heterocyclic acid moieties". . p. 791 - 799. Retrieved 2018.
• 2、 Cheng, Long,Liu, Xing-Hai,Wen, Yong-Hui,Wu, Ning-Jie,Xu, Tian-Ming. "Design, Synthesis, and Pesticidal Activities of Pyrimidin-4-amine Derivatives Bearing a 5-(Trifluoromethyl)-1,2,4-oxadiazole Moiety". . p. 6968 - 6980. Retrieved 2021/07/19.
• 3、 -. "INHIBITORS OF LEUCINE RICH REPEAT KINASE 2". Page/Page column 129. . Retrieved 2019/02/02.