72487-68-4

Usage

Type of compound

Fluorinated alkene

Structure

Long carbon chain with multiple fluorine substituents

Usage

Organic synthesis, production of fluorinated polymers and materials, building block for synthesis of pharmaceuticals and agrochemicals, production of specialty chemicals, reagent in organic chemical reactions

Value

Unique structure and properties make it valuable in organic chemistry and chemical engineering.

Upstream product

• 556-56-9 allyl iodid 
• 2070-70-4 perfluoro-4-methyl-2-pentene 
• 106-95-6 allyl bromide 
• 1584-03-8 perfluoro-2-methylpent-2-ene 
• 360-57-6 1,1,1,4,4,4-hexafluoro-2,3-bis-trifluoromethyl-but-2-ene 
• 3709-71-5 trans-perfluoro-(4-methyl-2-pentene) 
• 107-05-1 3-chloroprop-1-ene 
• 627-31-6 1,3-Diiodopropane 
• 80318-41-8 perfluorobis(methyl)propylmethyl carbanion 
• 64356-98-5 perfluoro-2-methylpentan-2-ylcaesium 

Downstream Products

• 119285-90-4 4-(perfluoro-1,1-dimethylbutyl)-1,1,1,3-tetrachlorobutane 
• 130676-81-2 Triethoxy[4,4-bis(trifluoromethyl)-5,5,6,6,7,7,7-heptafluoroheptyl]silane 

Relevant academic research and scientific papers

Synthesis and properties of carbosilane dendrimers with perfluorohexyl groups in the outer layer of the molecular structure

Branched perfluorohydrosiloxane with CF3CF2CF2C(CF3)2(CH2)3 groups at the silicon atom was synthesized by a sequence of chemical reactions. The resulting compound was used as a modifying agent for carbosilane dendrimers of the 3rd and 6th generations. Dendrimers with perfluorohexyl terminal groups in surface layer are characterized by a complex of physicochemical methods. It is demonstrated that due to the branching of perfluoroalkyl terminal groups, obtained carbosilane dendrimers are soluble in organic and inorganic media. Differences in the solubility of small and large dendrimers are caused by the formation of the outer fluoride shell of different densities.

METHODS OF USING FLUOROALKYL PHOSPHATE COMPOSITIONS

Fluoroalkyl phosphates containing a tertiary carbon and a nonfluorinated chain are useful as surfactants and additives. The f can be used to alter a surface property of a medium and to provide resistance to blocking, open time extension, or oil repellency to a substrate.

FLUOROALKYL PHOSPHATE COMPOSITIONS

Fluoroalkyl phosphates containing a tertiary carbon and a nonfluorinated chain are provided. The fluoroalkyl phosphates are useful as surfactants and additives for coating compositions and as treatment agents to impart various surface properties to substrates.

Synthesis and some properties of silanes and siloxanes with 5,5,6,6,7,7,7-heptafluoro-4,4-bis(trifluoromethyl)heptyl substituents

Methods for syntheses of new polyfluorinated compounds, viz., silanes containing substituents CF3CF2CF2C(CF 3)2(CH2)3 (RF) at the silicon atom and 1,3,5-tris(RF)-1,3,5-trimethylcyclotrisiloxane that can be used for the synthesis of fluorocontaining oligo- and polysiloxanes of different structure, were developed. The polymerization of cyclotrisiloxane in the presence of 1,3-divinyltetramethyldisiloxane gave linear oligomers, whose chain contain -(RF)Si(Me)O- units.

Syntheses of branched-polyfluoroalkylsilanes

Three types of branched-type polyfluoroalkylsilanes, trichloro[4,4-bis(trifluoromethyl)-5,5,6,6,7,7,7-heptafluoroheptyl] silane (D3CL3), monochlorodimethyl[4,4-bis(trifluoromethyl)-5,5,6,6,7,7,7-heptafluoroheptyl] silane (D3CL), triethoxy[4,4-bis(trifluoromethyl)-5,5,6,6,7,7,7-heptafluoroheptyl]silane (D3Et3), could be synthesized using the hydrosilylation reaction of the branched-type polyfluoroalkene and corresponding silanes in the presence of hydrogen hexachloroplatinate (IV) as a catalyst. The hydrosilylation reaction of 4,4-bis(trifluoromethyl)-5,5,6,6,7,7,7-heptafluoro-1-heptene with silanes produced only β-addition compounds highly regioselectively. From the MM2 calculation, it was found that the branched-polyfluoroalkylsilane has a bent structure at quaternary carbon.

REACTIONS INVOLVING FLUORIDE ION. PART 34. STABLE PERFLUORINATED CARBANIONS

A remarkable series of perfluoroalkyl anions, generated by reaction of caesium fluoride with various perfluorinated alkenes have been observed by (19)F and (13)C n.m.r. spectroscopy.Trapping experiments are described and threshold temperatures are established for the onset of fluoride ion exchange.The effects of counter ions are compared and (Me2N)3S+ (TAS) salts are more readily produced than Cs+ salts, but exchange of fluoride ion with fluorinated alkenes occurs more readily with TAS salts.Ph4P+ and Bu4N+ salts could not be obtained.Competition experiments for CsF between various perfluoroalkenes has established orders of carbanion stability.

ALKYLATION OF PERFLUORO-2-METHYL-2-PENTYLCARBANION WITH ALKYL AND ALLYL HALIDES

Perfluoro-2-methyl-2-pentylcarbanion, generated from perfluoro-4-methyl-2-pentene in an aprotic solvent, reacted with halides RX, where R = alkyl or allyl and X = I, Br, or Cl, to give fluorohydrocarbons of the general formula CF3CF2CF2C(CF3)2R.No reaction with iso-propyl iodide and with 1-iodo-2,2,2-trifluoroethane occured.The reaction with 1-iodo-3,3,3-trifluoropropane resulted in the formation of 3,3,3-trifluoropropene and 2-H-perfluoro-2-methylpentane.

Novel fluorohydrocarbons

Novel fluorohydrocarbons include a fluoroalkyl unit terminating in a tertiary carbon atom which is directly linked to an aliphatic moiety of the compound. The compounds contain at least 9 carbon atoms and usually no more than 13 carbon atoms. The compounds are synthesized by addition of a fluoride atom to the tertiary carbon atom of a fluorocarbon material to form a carbanion followed by alkylation of the carbanion. The fluorohydrocarbons will find use as blood substitutes or as electronic fluids.