Bis trifluoromethylthio

Trifluoromethanesulfonic acid, also known as triflic acid [1493-13-6] is widely used ia organic syntheses and has been thoroughly reviewed (93,94). It was first prepared ia 1954 via the oxidation of bis(trifluoromethylthio)mercury with hydrogen peroxide [7722-84-1] (95). Several other routes of preparation have been disclosed (96—98). The acid exhibits excellent thermal and hydrolytic stabiUty, it is not readily oxidized or reduced, nor is it prone to fluoride anion generation. 

Dehydrochlorination of bis(tnfluoromethylthio)acetyl chloride with calcium oxide gives bis(trifluoromethylthio)ketene [5] (equation 6) Elimination of hydrogen chloride or hydrogen bromide by means of tetrabutylammonium or potassium fluoride from vinylic chlorides or bromides leads to acetylenes or allenes [6 (equation 7) Addition of dicyclohexyl-18-crown-6 ether raises the yields of potassium fluoride-promoted elimination of hydrogen bromide from (Z)-P-bromo-p-ni-trostyrene in acetonitrile from 0 to 53-71 % In dimethyl formamide, yields increase from 28-35% to 58-68%... 

Bis(trifluoromethylthio) amino radical, similarity to fluorine, 28 179-180 Bis(trifluoromethylthio) mercury, 3 418-420 Bistrifluoromethyl trithiocarbonate, 2 137, 146 Bisftrimethylated cyclam), 45 105-106... 

Bistrifluoromethyl sulfide XLVII undergoes photolysis with ultraviolet light in a silica vessel, but not in Pyrex glass, yielding bistrifluoromethyl sulfide (XLIX) and sulfur.27 Possibly, irradiation leads to isomerization of XLVII and XLVIII, followed by S-S bond fission to give two CFjS- free radicals a view supported by the formation of bis(trifluoromethylthio)mercury (L) in the presence of mercury. The structures assigned for XLVII and XLIX find support from spectroscopic data.28... 

Tellurium, evaporated from a crucible, reacted with trifluoromethylthio radicals, generated from bis[trifluoromethyl] disulfane in a radio-frequency glow discharge, in a vessel equipped with a cold finger chilled with liquid nitrogen and evacuated to 0.001 torr. Trap-to-trap distillation of the material that condensed in the cold finger produced bis[trifluoromethylthio tellurium. The thermally unstable compound condensed in the - 45° trap4. 

BIS-2,3,5-TRICHLOR-6-HYDROXYFENYLMETHAN (CZECH) see HCLOOO BIS(3,5,6-TRICHLORO-2-HYDROXYPHENYL)METHANE see HCLOOO L4-BIS-TRICHLOROMETHYL BENZENE see HCM500 BIS(TRIETHYL TIN) SULFATE see BLN500 BIS (TRIFLUOROMETHYLTHIO)MERCURY see BLQ525... 

When trifluoromethyl disulfide (CF3S)2 is in contact with mercury and the mixture is iriadiated by ultraviolet light, the two substances combine to form bis(trifluoromethylthio)mercury, (CF3S)2Hg (Brandt et al., 26), Bis(heptafluoropropylthio)mercury, (C3F7S)2Hg has also been produced (HI). The compound, (CF3S)2Hg, is also formed by the reaction of mercuric fluoride with carbon disulfide at about 250°. (CF3S)2Hg melts at 37-38° (220). 

The perchloric acid catalyzed acylation of selenophene with acetic anhydride is claimed to give solely 2-acetylselenophene <81MI 2l3-0l>. Ethoxalyl chloride reacts at the same position <83BEP896054>. Reaction with trifiuoromethylsulfenyl chloride and stannic chloride gives 2-trifluoromethylthioselenophene, and addition of trifluoromethanesulfonic acid promotes formation of the 2,5-bis(trifluoromethylthio) derivative <83JFC(23)525>. 

R = Bu ) has been prepared from tetra-t-butylcyclotetraphosphine by heating with excess sulphur, and (155 R = Ph) from bis(trifluoromethylthio)phenyl-phosphine and sulphur. These anhydrides, particularly (155 R=p-anisyl), have been exploited for the preparation of thiocarbonyl groups from the corresponding carbonyls (replacing the more obnoxious P2S5) e.g., thioketones, ... 

CsH7B3Fe03, Dicarbacyclopentaboranyliron tricarbonyl, 39B, 468 C5H9BCI2F6N2S2, Trimethylamine(N B) (bis(trifluoromethylthio)amino) dichloroborane, 42B, 510 C5H11BO3, mesO 2,4 Pentanediol borate, 39B, 469 C5H1iBgCs03Re, Caesium tt-(1) 2,3-dicarbollylrhenium tricarbonyl,... 

Some more exotic electrophilic reagents have been applied successfully to thiophens. Thus, pentafluorobenzenesulphenyl chloride reacts with thiophen in ether in the presence of catalytic amounts of SnCl to give 2-pentafluorophenyl-thio-thiophen. Thiophen and 2-methylthiophen give trifiuoromethylthio-derivatives with trifluoromethanesulphenyl chloride in chloroform in the presence of pyridine. Electron-deficient aromatics such as 2,5-bis(trifluoromethylthio)-thiophen react with trifluoromethanesulphenyl chloride, in the presence of trifluoromethanesulphonic acid as catalyst, to give mainly the 3-chloro-derivative. Fluorinated immonium salts (103), obtained by the action of boron trifluoride on a-fluorinated amines, can be used for fluorinated acylation of... 

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