73194-23-7

Upstream product

• 73194-20-4 2-chloro-2,2-difluoroethyl phenyl selenide 
• 5707-04-0 Phenylselenyl chloride 
• 143859-15-8 1,1,1-Trifluoro-3-(phenylseleno)propane 
• 140870-80-0 1,1,1,2,2-Pentafluoro-3-(phenylseleno)propane 
• 33695-47-5 (phenylselenenyl)acetonitrile 
• 51364-94-4 ethyl 2-(phenylselanyl)acetate 
• 1666-13-3 diphenyl diselenide 
• 284031-83-0 1,1,1-trifluoro-2-(4-methylbenzenesulfonyl)ethane 
• 433-06-7 2,2,2-Trifluoroethyl p-toluenesulfonate 

Downstream Products

• 114953-72-9 1-chloro-2,2,2-trifluoroethyl phenyl selenide 
• 114953-73-0 (1-Bromo-2,2,2-trifluoro-ethylselanyl)-benzene 
• 85157-09-1 Dimethyl-phenylselanylethynyl-amine 
• 73194-22-6 2,2-difluoroethenyl phenyl selenide 
• 114953-68-3 1-chloro-2-phenylselenenyl-2,2-difluoroethyl phenyl selenide 
• 114953-65-0 1-phenylselenyl-2-chloro-2,2-difluoroethyl phenyl selenide 
• 114953-69-4 1-bromo-2-phenylselenenyl-2,2-difluoroethyl phenyl selenide 
• 114953-66-1 1-phenylselenyl-2-bromo-2,2-difluoroethyl phenyl selenide 
• 85157-14-8 2-Phenylseleno-3-trifluoromethyl-N,N-diisopropyl-2-butenamide 
• 85157-13-7 N,N-diethyl-2-(phenylselanyl)acetamide 
• 114953-79-6 1-phenylselenenyl-2,2,2-trifluoroethyl phenyl selenide 
• 143859-16-9 2-Acetoxy-1,1,1-trifluoro-2-(phenylseleno)ethane 
• 156091-19-9 C₈H₇Cl₂F₃Se 
• 156091-23-5 phenyl 2,2,2-trifluoroethyl selenoxide 

Relevant academic research and scientific papers

Reaction of Difluoromethyl Phenyl Selenoxide with Acetic Anhydride. A Route to Difluoro(phenylseleno)methylation of Ethers

Difluoromethyl phenyl selenoxide (2) has been prepared and allowed to react with acetic anhydride in the presence of cyclic ethers and sulfides.Difluorophenylselenomethylation occurred smoothly on reacting 2 with Ac2O in refluxing dichloromethane to give ω-alkyl acetates 4 in 34-87percent yields.A sequential reaction of Pummerer type rearrangement, difluorocarbene formation, electrophilic addition of the carbene to oxygen of ethers leading to oxonium ylide, and trapping with phenylselenyl acetate is proposed.

2,2,2-Trifluoroethyl aryl selenides: ArSeCH2CF3 (Ar = C6H5, p-CH3C6H4) and their derivatives ArSe(O)CH2CF3 and ArSe(X)2CH2CF3 (X = Cl, Br, OOCCF3)

The title selenides were prepared in good yield by reacting the appropriate aryl selenolate anions with 2,2,2-trifluoroethyltosylate in refluxing tetrahydrofuran.These unsymmetrical bivalent selenides can be oxidised to the corresponding compounds of tetravalent selenium, ArSe(X)2CH2CF3 (X=Cl and Br) with elemental chlorine and bromine.The latter, upon basic hydrolysis, gave the selenoxides, ArSe(O)CH2CF3.Selenoxides have also been formed by direct reaction of the selenides with hydrogen peroxide.Upon reaction with trifluoroacetic anhydride, these gave trifluoroacetate derivatives, ArSe(OOCCF3)2CH2CF3, in quantitative yield.The compounds have been characterized via elemental analysis, infrared spectra, 1H and 19F NMR spectra, and mass spectra.

Fluoride Ion Elimination-Addition Reactions. Synthesis of 2,2-Difluoroethenyl Phenyl Selenide and 2,2,2-Trifluoroethyl Phenyl Selenide

2-Chloro-2,2-difluoroethyl phenyl selenide (1) reacts with KF and a catalytic amount of 18-crown-6 to give 2,2-difluoroethenyl phenyl selenide (3) and 2,2,2-trifluoroethyl phenyl selenide (4).The latter is formed by an elimination-addition sequence. 2-Bro