Ethyl 2-methyl-4,4,4-trifluoroacetoacetate

Base Information

• Chemical Name: Ethyl 2-methyl-4,4,4-trifluoroacetoacetate
• CAS No.: 344-00-3
• Molecular Formula: C7H9F3O3
• Molecular Weight: 198.142
• Hs Code.: 2918300090
• European Community (EC) Number: 680-723-1
• DSSTox Substance ID: DTXSID70371911
• Nikkaji Number: J946.128K
• Mol file: 344-00-3.mol

Synonyms:344-00-3;Ethyl 2-methyl-4,4,4-trifluoroacetoacetate;ethyl 4,4,4-trifluoro-2-methyl-3-oxobutanoate;Ethyl 4,4,4-Trifluoro-2-methyl-3-oxobutyrate;MFCD00190635;Butanoic acid, 4,4,4-trifluoro-2-methyl-3-oxo-, ethyl ester;Ethyl alpha-methyl-4,4,4-trifluoroacetoacetate;SCHEMBL196658;AMY6866;DTXSID70371911;Ethyl 2-methyltrifluoroacetoacetate;AC8116;AKOS006228575;MS-20267;SY045445;CS-0121298;FT-0625966;EN300-72883;Ethyl 2-methyl-3-oxo-4,4,4-trifluorobutanoate;ethyl 3-keto-2-methyl-4,4,4-trifluorobutanoate;A822219;Ethyl a-methyl-4,4,4-trifluoroacetoacetate, tech.;2-Methyl-4,4,4-trifluoroacetoacetic acid ethyl ester

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

Chemical Property:

• Vapor Pressure: 2.42mmHg at 25°C
• Refractive Index: 1.374
• Boiling Point: 160.1°Cat760mmHg
• PKA: 9.02±0.35(Predicted)
• Flash Point: 49.9°C
• PSA: 43.37000
• Density: 1.227g/cm³
• LogP: 1.31700
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 198.05037863
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(trifluoroacetyl)propionate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)C(=O)C(F)(F)F
• Uses: Ethyl 2-(trifluoroacetyl)propionate, can be used in various chemical synthesis such as in the preparation of 5,6-disubstituted thiopyrimidine aryl aminothiazoles as inhibitors of the calcium-activated chloride channel TMEM16A/Ano1.

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

There total 6 articles about Ethyl 2-methyl-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: 63.0%

2,2,2-trifluoroethyl trifluoroacetate (407-38-5) + Ethyl propionate (105-37-3,20741-13-3) → ethyl 2-methyl-4,4,4-trifluoroacetoacetate (344-00-3)

Guidance literature:

Ethyl propionate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2,2,2-trifluoroethyl trifluoroacetate; In tetrahydrofuran; hexane; at 20 ℃;

Reference yield: 50.0%

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) + methyl iodide (74-88-4) → ethyl 2-methyl-4,4,4-trifluoroacetoacetate (344-00-3)

Guidance literature:

With sodium hydride; potassium iodide; In acetone; for 72h; Heating;

DOI:10.1016/S0022-1139(00)82803-1

Reference yield:

ethyl trifluoroacetate, (383-63-1) + Ethyl propionate (105-37-3,20741-13-3) → ethyl 2-methyl-4,4,4-trifluoroacetoacetate (344-00-3)

Guidance literature:

With sodium; In diethyl ether;

upstream raw materials:

ethyl trifluoroacetate,

Ethyl propionate

ethyl 4,4,4-trifluoroacetoacetate

methyl iodide

Downstream raw materials:

4,4,4-trifluoro-2-(4-methoxy-benzyl)-3-oxo-butyric acid ethyl ester

1,2-dihydro-4-[(4-methylthiophenyl)-methyl]-5-trifluoromethyl-3H-pyrazol-3-one

C₁₂H₈Cl₂F₃N₃O

C₁₂H₁₀F₃N₃O

Refernces

• 1、 -. "SUBSTITUTED THIOPHENYL URACILS, SALTS THEREOF AND THE USE THEREOF AS HERBICIDAL AGENTS". Paragraph 0233-0234. . Retrieved 2020/11/27.
• 2、 -. "New Pyrazolecarboxylic compd., its manufacturing method and pest control agents". Paragraph 0113; 0114; 0115. . Retrieved 2018/05/03.