Ethyl 2-chloro-4,4,4-trifluoroacetoacetate

Base Information

• Chemical Name: Ethyl 2-chloro-4,4,4-trifluoroacetoacetate
• CAS No.: 363-58-6
• Molecular Formula: C6H6ClF3O3
• Molecular Weight: 218.56
• Hs Code.: 2918300090
• European Community (EC) Number: 670-525-3
• DSSTox Substance ID: DTXSID60371884
• Nikkaji Number: J1.488.422J
• Mol file: 363-58-6.mol

Synonyms:363-58-6;ethyl 2-chloro-4,4,4-trifluoroacetoacetate;ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate;Ethyl 2-chloro-3-keto-4,4,4-trifluorobutyrate;ethyl 2-chloro-4,4,4-trifluoro-3-oxobutyrate;Butanoic acid, 2-chloro-4,4,4-trifluoro-3-oxo-, ethyl ester;MFCD00041540;Ethyl 2-chloro-3-oxo-4,4,4-trifluorobutanoate;SCHEMBL290478;ethyl chlorotrifluoroacetoacetate;2-chloro-4,4,4-trifluoro-3-oxo-butyric acid ethyl ester;AMY6840;DTXSID60371884;AKOS000311314;ethyl 4,4,4-trifluoro-2-chloroacetoacetate;ethyl-2-chloro-4,4,4-trifluoroacetoacetate;CS-0121293;FT-0625947;EN300-73576;ethyl2-chloro-4,4,4-trifluoro-3-oxobutanoate;ethyl 2-chloro-4,4,4-trifluoro-3-oxobuta-noate;A823213;2-chloro-2-ethyl-4,4,4-trifluoro-3-oxo-butanoate;2-Chloro-3-oxo-4,4,4-trifluorobutyric acid ethyl ester;ethyl alpha-chloro-gamma,gamma,gamma-trifluoroacetoacetate;Ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate, AldrichCPR

Chemical Property of Ethyl 2-chloro-4,4,4-trifluoroacetoacetate

Chemical Property:

• Vapor Pressure: 1.19mmHg at 25°C
• Refractive Index: 1.388
• Boiling Point: 174.8 °C at 760 mmHg
• PKA: 4.96±0.35(Predicted)
• Flash Point: 61.9 °C
• PSA: 43.37000
• Density: 1.398 g/cm³
• LogP: 1.28830
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 217.9957562
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

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

Ethyl2-Chloro-4,4,4-trifluoroacetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C(F)(F)F)Cl
• Uses: Ethyl 2-Chloro-4,4,4-trifluoroacetoacetate is used in preparation of furoindazole derivatives as GPR84 antagonists useful in treating diseasess.

Technology Process of Ethyl 2-chloro-4,4,4-trifluoroacetoacetate

There total 3 articles about Ethyl 2-chloro-4,4,4-trifluoroacetoacetate 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: 99.3%

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate (363-58-6)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at -5 - 20 ℃;

DOI:10.1002/jhet.2961

Reference yield: 76.0%

ethyl 3-oxo-4,4,4-trifluorobutanoate enol (1522-43-6) → ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate (363-58-6)

Guidance literature:

With hydrogenchloride; sulfuryl dichloride; dibenzoyl peroxide; In diethyl ether; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tet.2009.06.122

Reference yield:

ethyl 3-oxo-4,4,4-trifluorobutanoate enol (1522-43-6) → ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate (363-58-6) + ethyl 2,2-dichloro-4,4,4-trifluoro-3-oxobutanoate (196698-26-7)

Guidance literature:

With hydrogenchloride; sulfuryl dichloride; dibenzoyl peroxide; In diethyl ether; Cooling with ice; Reflux;

DOI:10.1016/j.tet.2009.06.122

upstream raw materials:

ethyl 4,4,4-trifluoroacetoacetate

ethyl 3-oxo-4,4,4-trifluorobutanoate enol

Downstream raw materials:

3-chloro-1,1,1-trifluoroacetone

ethyl 2-amino-4-(trifluoromethyl)-5-thiazole-carboxylate

2-(2,6-dibromo-4-methyl-phenylamino)-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester

2-(2,4,6-tribromo-phenylamino)-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester

Refernces

• 1、 -. "FUROINDAZOLE DERIVATIVES". Page/Page column 116; 117. . Retrieved 2021/06/26.
• 2、 -. "Iodine-containing pyrazinamide compound, preparation method and applications thereof, and bactericide". Paragraph 0044; 0057-0058. . Retrieved 2019/05/02.