56112-35-7

Upstream product

• 455-32-3 benzoyl fluoride 
• 62656-71-7 C₃F₇IZn 
• 76-19-7 freon-218 
• 116-15-4 perfluoropropylene 
• 1526-49-4 ethyl heptafluoroisobutyrate 
• 591-51-5 phenyllithium 
• 14316-87-1 heptafluoroisobutyryl chloride 
• 71-43-2 benzene 
• 98-88-4 benzoyl chloride 
• 754-34-7 1,1,1,2,2,3,3-heptafluoro-3-iodo-propane 
• 677-69-0 perfluoroisopropyl iodide 

Relevant academic research and scientific papers

CsF-Catalyzed Fluoroacylation of Tetrafluoroethylene Using Acyl Fluorides for the Synthesis of Pentafluoroethyl Ketones

A catalytic method for the synthesis of pentafluoroethyl ketones has been developed. The cesium fluoride catalyst can be used to convert acyl fluorides into the pentafluoroethyl ketones under tetrafluoroethylene pressure without generating stoichiometric

Metal Heptafluoroisopropyl (M-hfip) Complexes for Use as hfip Transfer Agents

New coinage-metal heptafluoroisopropyl (LnM-hfip) complexes are synthesized from the metal fluoride and inexpensive hexafluoropropene (M = Ag, Cu; L = PPh3, 2,2,6,6-tetramethylpiperidine (Htmp)). Reaction of the silver Htmp complex with a Ni dibromide complex led to efficient hfip transfer to afford L2NiBr(hfip) (L = 2-ethylpyridine). Treatment of the Ni-hfip complex with ZnPh2 gave the corresponding L2NiPh(hfip) complexes, which were investigated for reductive elimination of PhCF(CF3)2. Although the desired reductive elimination proved unsuccessful, addition of carbon monoxide to L2NiPh(hfip) effected an efficient heptafluoroisopropyl carbonylative cross-coupling. Further, while the silver complex does not undergo hfip transfer to organic electrophiles, the copper complex (phen)(PPh3)Cu(hfip) (3b) effectively transfers the hfip unit to various substrates. We investigated the scope of 3b with acid chlorides toward the synthesis of perfluoroisopropyl aryl ketones. Additionally, reaction conditions for hfip transfer to p-fluorobenzyl bromide and p-fluorobenzaldehyde were identified. As a bonus, 3b was easily generated on a gram scale using commercially available copper hydride by taking advantage of a rapid hydrodefluorination to generate Cu-F in situ. Aspects of the observed reactivity are supported by DFT calculations.

Nucleophilic trifluoromethylation of acyl chlorides using the trifluoromethyl iodide/TDAE reagent

Chemoselective bis-trifluoromethylation of acyl chlorides using the CF3I/TDAE-derived nucleophilic trifluoromethyl anion reagent is reported. Very high yields are obtained of an ester product formed by sequential nucleophilic bis-trifluoromethylation, followed by acylation of the resultant alcoholate.

A simple procedure for nucleophilic perfluoroalkylation of organic and inorganic substrates

The mixture RfI and tetrakis(dimethylamino)ethylene is used for the nucleophilic perfluoroalkylation. The reaction of chlorotrimethylsilane and RfI/tetrakis(dimethylamino)ethylene in diglyme results in the formation of RfSi(CH3)3 isolated in 55-81% yield. The interaction of this system with organic electrophiles such as benzoyl and benzensulphonyl chlorides, aliphatic and aromatic aldehydes and activated ketones leads to the formation of the corresponding condensation products in 24-62% yield.

Perfluoroisopropylcadmium and copper: preparation, stability and reactivity

Perfluoroisopropylcadmium can be prepared in excellent yield (98percent) from (CF3)2CFI and activated cadmium powder in DMF at room temperature under degassed conditions.The resultant cadmium reagent undergoes metathesis with copper(I) salts to give perfluoroisopropylcopper, in quantitative yield.While perfluoroisopropylcopper is stable in DMF at room temperature under nitrogen, the cadmium counterpart decomposes to a mixture of dimers and trimers of hexafluoropropene, under the same conditions.Sulfur dioxide can be inserted into the cadmium-carbon bond in perfluoroisopropylcadmium while no reaction was observed with corresponding copper reagent.No stable F-alkylcadmium could be obtained from the raction of CF3CF2CFICF3 with either Cd powder or Me2Cd; only the elimination product, CF3CF=CFCF3, was observed.Perfluoroalkylation reactions with F-isopropylcadmium/copper in DMF met with limited success.

Process for the preparation of aryl perfluoroalkyl ketones

A process for the preparation of arylperfluoroalkyl ketones of the general formula I STR1 wherein R1 and R5 represent at least one of the substituents hydrogen, halogen, alkyl, alkoxy, alkylthio and perfluorinated alkyl, each having

REDUCTION OF POLYFLUORINATED CARBONYL COMPOUNDS BY ETHOXYMAGNESIUM BROMIDE

The reduction of perfluoroalkyl phenyl ketones and diketones with ethoxymagnesium bromide takes place readily in the absence of branching at the α-carbon atom of the aliphatic radical and in the absence of a substituent or in the presence of only one orth

FLUORO-KETONES IV. SYNTHESIS OF PHENYLPERFLUOROALKYL KETONES - MECHANISM OF REACTION BETWEEN PHENYLLITHIUM AND FLUOROESTERS

Although fluorine containing ketones (RfC(O)Rf and RfC(O)R, Rf = perfluoroalkyl) have been prepared from the reaction between organolithium reagents and perfluoroalkyl esters, the reaction has not found general applicability.Variable yields of ketones and co-production of secondary and tertiary alcohol by-products have in most instances been experienced.We have examined in more detail the factors e.g., temperature, mode of addition and perfluoroalkyl ester structure which influence ketone product and by-products formation.By controlling experimental conditions excellent yields of C6H5C(O)Rf compounds can be attained.A lithium salt of a hemiketal (II) has been isolated and shown to be the active intermediate in the production of the ketone.The stability of the salt and its potential reaction with the solvent dictates the type of reaction products.Low temperature favors stability of the lithium salt of the hemiketal whereby high yields of ketones are produced on hydrolysis.