Ethyl 2,4,4,4-tetrafluoro-3-oxobutanoate

Base Information

• Chemical Name: Ethyl 2,4,4,4-tetrafluoro-3-oxobutanoate
• CAS No.: 685-69-8
• Molecular Formula: C6H6F4O3
• Molecular Weight: 202.105
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID90449646
• Nikkaji Number: J363.431K
• Mol file: 685-69-8.mol

Synonyms:Ethyl 2,4,4,4-tetrafluoro-3-oxobutanoate;685-69-8;Butanoic acid, 2,4,4,4-tetrafluoro-3-oxo-, ethyl ester;ethyl-2,4,4,4-tetrafluoroacetoacetate;SCHEMBL1770642;DTXSID90449646;AKOS026742815;AT33335;ethyl 3-oxo-2,4,4,4-tetrafluorobutyrate;Ethyl2,4,4,4-tetrafluoro-3-oxobutanoate;EN300-157604;2,4,4,4-Tetrafluoro-3-oxobutyric acid ethyl ester

Chemical Property of Ethyl 2,4,4,4-tetrafluoro-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0.0464mmHg at 25°C
• Boiling Point: 218.9oC at 760 mmHg
• Flash Point: 86.2oC
• PSA: 43.37000
• LogP: 1.01900
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 202.02530670
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

99%, ^*data from raw suppliers

2,4,4,4-TETRAFLUORO-3-OXO-BUTANOIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C(F)(F)F)F

Technology Process of Ethyl 2,4,4,4-tetrafluoro-3-oxobutanoate

There total 3 articles about Ethyl 2,4,4,4-tetrafluoro-3-oxobutanoate 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:

trifluoracetyl chloride (354-32-5) + potassium trimethylsilonate (10519-96-7) + diisopropyl(carboethoxyfluoromethyl)phosphonate (110624-86-7) → trimethylsilyl trifluoroacetate (400-53-3) + ethyl 3-oxo-2,4,4,4-tetrafluoro-butyrate (685-69-8)

Guidance literature:

diisopropyl(carboethoxyfluoromethyl)phosphonate; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

trifluoracetyl chloride; In tetrahydrofuran; at -78 - 20 ℃;

potassium trimethylsilonate; In tetrahydrofuran; at 20 ℃; for 10h; Further stages.;

DOI:10.1002/jccs.200700107

Reference yield:

2-(Diethoxy-phosphoryl)-2,4,4,4-tetrafluoro-3-oxo-butyric acid ethyl ester (195833-95-5) → trimethylsilyl trifluoroacetate (400-53-3) + ethyl 3-oxo-2,4,4,4-tetrafluoro-butyrate (685-69-8)

Guidance literature:

With potassium trimethylsilonate; for 10h; Ambient temperature;

DOI:10.1080/10426509708043541

Reference yield:

potassium trimethylsilonate (10519-96-7) + 2-(Diethoxy-phosphoryl)-2,4,4,4-tetrafluoro-3-oxo-butyric acid ethyl ester (195833-95-5) → trimethylsilyl trifluoroacetate (400-53-3) + ethyl 3-oxo-2,4,4,4-tetrafluoro-butyrate (685-69-8)

Guidance literature:

for 10h; Ambient temperature;

DOI:10.1080/10426509708043541

upstream raw materials:

potassium trimethylsilonate

2-(Diethoxy-phosphoryl)-2,4,4,4-tetrafluoro-3-oxo-butyric acid ethyl ester

trifluoracetyl chloride

diisopropyl(carboethoxyfluoromethyl)phosphonate

Downstream raw materials:

1,1,1,3-tetrafluoroacetone

3-bromo-1,1,1,3-tetrafluoro-acetone

6-Cyclohexyl-3-fluoro-4-trifluoromethyl-2(1H)-quinolinone

4-hydroxy-2-trifluoromethylquinoline-3-carboxylic acid ethyl ester

Refernces

• 1、 Tsai, Hou-Jen. "Application of fluorocarbethoxy-substituted phosphonate: A facile entry to substituted 2-fluoro-3-oxoesters". . p. 1 - 10. Retrieved 2007/10/03.