685-69-8

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL-2,4,4,4-TETRAFLUOROACETOACETATE is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with enhanced properties.
Used in Agrochemical Industry:
ETHYL-2,4,4,4-TETRAFLUOROACETOACETATE is used as an intermediate in the synthesis of agrochemicals to help create more effective and targeted pesticides and other agricultural products.
Used in Fluorinated Compounds Production:
ETHYL-2,4,4,4-TETRAFLUOROACETOACETATE is used as a building block in the production of various fluorinated compounds, such as fluorinated amino acids and peptides, for their unique properties and applications in different fields.

InChI:InChI=1/C6H6F4O3/c1-2-5(7,4(12)13)3(11)6(8,9)10/h2H2,1H3,(H,12,13)/p-1

Upstream product

• 10519-96-7 potassium trimethylsilonate 
• 195833-95-5 2-(Diethoxy-phosphoryl)-2,4,4,4-tetrafluoro-3-oxo-butyric acid ethyl ester 
• 354-32-5 trifluoracetyl chloride 
• 110624-86-7 diisopropyl(carboethoxyfluoromethyl)phosphonate 

Downstream Products

• 359-43-3 1,1,1,3-tetrafluoroacetone 
• 431-69-6 3-bromo-1,1,1,3-tetrafluoro-acetone 
• 75999-59-6 4-hydroxy-2-trifluoromethylquinoline-3-carboxylic acid ethyl ester 
• 328954-14-9 6-Cyclohexyl-3-fluoro-4-trifluoromethyl-2(1H)-quinolinone 

Relevant academic research and scientific papers

Tetrafluorine-containing ketones and acetoacetates: Synthesis and mechanistic study

Addition of trimethylsilyl trifluoroacetate to the carbanions of α-fluorobenzyl-phosphonate (3) or diisopropyl(fluorocarbethoxymethyl) phosphonate (9) formed the corresponding intermediates [CF3C(O)CFPh] -Li+ (10) and [CF3C(O)CFCO2Et] -Li+ (11), respectively. Subsequent protonation, alkylation or allylation of 10 and 11 afforded trifluoromethyl fluorobenzyl ketones 12 and ethyl 2,4,4,4-tetra-fluoroacetoacetates 13. Based on the results obtained, a plausible mechanism was proposed.

Application of fluorocarbethoxy-substituted phosphonate: A facile entry to substituted 2-fluoro-3-oxoesters

Diethyl(fluorocarbethoxymethyl)phosphonate 1a or diisopropyl(fluorocarbethoxymethyl)phosphonate 1b, prepared from triethyl phosphite or triisopropyl phosphite with ethyl bromofluoroacetate, react with n-butyllithium in THF to give the corresponding phosphonate carbanions [(RO)2P(O)CFCO2Et]-Li+ 2a (R = Et) and 2b (R = i-Pr). Addition of trimethylsilyltrifluoroacetate CF3C(O)OSiMe3 to a THF solution of phosphonate carbanions formed the enolate of ethyl trifluoroacetylfluoroacetate [CF3C(O)CFCO2Et]-Li+ 3. Subsequent protonation, alkylation or allylation of the enolate afforded substituted 2,4,4,4-tetrafluoro-3-oxoesters CF3C(O)CFR1CO2Et 10.