66286-21-3

Basic information

• Product Name: 2',3',4',5'-TETRAFLUOROACETOPHENONE
• Synonyms: 2',3',4',5'-TETRAFLUOROACETOPHENONE;2' 3' 4' 5'-TETRAFLUOROACETOPHENONE 99%;2',3',4',5'-Tertafluoroacetophenone;2',3',4',5'-Tetrafluoroacetophenone;1-(2,3,4,5-Tetrafluorophenyl)ethan-1-one;1-(2,3,4,5-Tetrafluorophenyl)ethan-1-one, 1-Oxo-1-(2,3,4,5-tetrafluorophenyl)ethane;1-(2,3,4,5-Tetrafluorophenyl)ethanone
• CAS NO: 66286-21-3
• Molecular Formula: C₈H₄F₄O
• Molecular Weight: 192.11
• Mol File: 66286-21-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 83-84 °C20 mm Hg(lit.)
• Flash Point: 156 °F
• Appearance: /
• Density: 1.408 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.453(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2',3',4',5'-TETRAFLUOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3',4',5'-TETRAFLUOROACETOPHENONE(66286-21-3)
• EPA Substance Registry System: 2',3',4',5'-TETRAFLUOROACETOPHENONE(66286-21-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-26-28-36
• WGK Germany: 3
• Hazardous Substances Data: 66286-21-3(Hazardous Substances Data)

Usage

Chemical Properties

Clear colourless to light yellow liquid

Upstream product

• 652-29-9 2',3',4',5',6'-pentafluoroacetophenone 

Downstream Products

• 1155309-45-7 (E)-1-(2,3,4,5-tetrafluorophenyl)-3-phenylprop-2-en-1-one 
• 17556-41-1 2,2,2-trifluoro-1-(4-fluorophenyl)ethanol 

Relevant articles and documents

Catalytic C-F bond activation of perfluoroarenes by tricoordinated gold(I) complexes

We report the first example of gold catalyzing C-F bond activation for perfluoroarenes in the presence of silanes. Tricoordinated gold(I) complexes supported by Xantphos-type ligands, such as Xantphos and tBuXantphos ligands, exhibit efficacy in the hydrodefluorination (HDF) of various types of perfluoroarenes. For [tBuXantphosAu(AuCl2)], the highest turnover number is up to 1000 in the HDF of pentafluoronitrobenzene with diphenylsilane. An examination of functional group tolerance shows the orthogonality of this gold(I) catalytic protocol to ketone, ester, carboxylate, alkynyl, alkenyl and amide groups, suggesting its potential application in chemoselective C-F activations. Mechanistic studies show that the equilibrium between tetracoordinated [L2Au]+ and [LAu]+ is important for the reactivity of gold catalysts, which is dependent on the sterically bulky group of Xantphos-type ligands. Furthermore, computational studies for the possible reaction pathways suggest that direct oxidative addition of C-F bonds by gold(I) cation might be the key step during these catalytic reactions. Copyright