- Synthesis of bis(trifluoromethyl)trisulfide and bis(trifluoromethylthio)selenide
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The use of 4-dimethylaminopyridine as a catalyst in the reaction of trifluoromethylsulfenyl chloride with hydrogen sulfide at -78 deg C cuts down the time of reaction from 30 d to 1 d and gives up to 70percent yield of bis(trifluoromethyl)trisulfide (1).Similarly, bis(trifluoromethylthio)selenide (2) can be prepared from hydrogen selenide and trifluoromethylsulfenyl chloride.The influence of other catalysts on the course of the reaction, the formation of unusual by-products, the NMR and mass spectral data of 1 and 2 are presented in this paper.
- Munavalli, S.,Muller, A. J.,Rossman, D. I.,Rohrbaugh, D. K.,Ferguson C. P.
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- Reactions of trifluoromethylthiocopper with halomethanes
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The reaction of trifluoromethylthiocopper with halomethanes, namely di-and triiodo-, dibromodichloro-, dibromochlorofluoro-, dibromo-difluoro-, bromochlorofluoro-, phenyltrichloro-, bromocyano-and dibromofluoro-methanes, has been investigated in detail. In addition to the expected compounds, the formation of unusual products such as bis (trifluoromethyl) trithiocarbonate, dimethyl (trifluoromethylthio) benzene, bis (trifluoromethylthio) fluoromethane, (trifluoromethylthio) carbonyl fluoride, carbon disulfide, carbon tetrachloride, trifluoromethylthio-benzoate, etc. was observed. In some cases, bis (trifluoromethylthio) mercury has been used instead of trifluoromethylthiocopper. The mechanism of formation of the various products and their mass spectral fragmentation behavior are described.
- Munavalli,Rossman,Rohrbaugh,Ferguson,Durst
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- Synthesis and biological screening of trifluoromethylthioarsenicals
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The title compounds have been prepared from the reaction of trifluoromethylthiocopper and alkyl mono- and di-haloarsines.This communication describes their synthesis, biological screening and mass spectral fragmentation behavior.
- Munavalli, S.,Rossman, D. I.,Rohrbaugh, D. K.,Ferguson, C. P.,Buettner, L.
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- Simultaneous scission of C-S and S-S bonds of bis(trifluoromethyl)trisulfide by Grignard reagents
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Trifluoromethyl mono-, di- and tri-sulfides, and alkyl sulfides and disulfides, as well as dimerized products, are formed as a result of the simultaneous cleavage of the C-S and S-S bonds of bis(trifluoromethyl)trisulfide by Grignard reagents at -78 deg C.The formation of various products has been rationalized on the basis of the involvement of free radicals.
- Munavalli, Shekar,Rossman, David I.,Rohrbaugh, Dennis K.,Ferguson, C. Parker,Szafraniec, Leonard J.
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- REACTION OF ORGANIC COMPOUNDS WITH THE SF4-HF-HALOGENATING SYSTEM IX. REACTIONS OF PERFLUOROOLEFINS WITH THE SF4-HF-S2Cl2 SYSTEM
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The reaction of perfluoroolefins with the SF4-HF-S2Cl2 system leads to perfluoroalkanesulfenyl chlorides, thiosulfenyl chlorides, and polysulfides.Preparative methods were developed for the production of trifluoromethanesulfenyl, perfluoroethanesulfenyl, perfluoro(1-methylethane)sulfenyl, and perfluoro(1-methylheptane)sulfenyl chlorides and the corresponding sulfonyl chlorides.
- Kunshenko, B. V.,Omarov, V. O.,Muratov, N. N.,Yagupol'skii, L. M.
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p. 684 - 690
(2007/10/02)
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- The reactions of uranium hexafluoride with hydrogen sulfide and with carbon disulfide
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Uranium hexafluoride reacts with hydrogen sulfide at 25° to produce uranium tetrafluoride, sulfur tetrafluoride, and hydrogen fluoride. Uranium hexafluoride reacts with carbon disulfide vapor at 25° to produce uranium tetrafluoride, sulfur tetrafluoride, bistrifluoromethyl disulfide [(CF3)2S2], and bistrifluoromethyl trisulfide [(CF3)2S3], and at elevated temperatures the reaction also produces sulfur hexafluoride and tetrafluoromethane, CF4. When uranium hexafluoride vapor reacts with carbon disulfide vapor at 25° in the presence of helium as a diluent, the favored perfluoroalkyl product is bistrifluoromethyl trisulfide. Uranium hexafluoride is compared with other metal fluorides with respect to their reactions with carbon disulfide.
- Trevorrow,Fischer, Jack,Gunther
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p. 1281 - 1284
(2008/10/08)
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