87108-79-0Relevant academic research and scientific papers
Methyl-halogenated Allyl Methyl Sulfoxides and Sulfones and the Synthesis of Halogenated Sulfines
Holoch, Jan,Sundermeyer, Wolfgang
, p. 269 - 278 (2007/10/02)
Allyl methyl sulfoxides R1R2R3C-S(O)-CH2CH=CH2 1a-7a (R1, R2, R3 = H, F, Cl, CF3) as well as the corresponding sulfones 1b-7b were synthesized.The sulfoxides substituted at the methyl group are in equilibrium with the allyl sulfenates R1R2R3-S-OCH2CH=CH2 depending on temperature and kind of substitution.By pyrolysis of the sulfoxides 2a, 3a, 4a, and 7a the sulfines Cl2C=SO and (CF3)2C=SO could be prepared, and evidence for the existence of the sulfines ClFC=SO and F2C=SO could be obtained.The new pentenes 12 and 14 are described.
Synthesis and Properties of Tetrakis(trifluoromethyl)-1,3-dithietane S-Oxides and Bis(trifluoromethyl)sulfine
Elsaesser, Andreas,Sundermeyer, Wolfgang,Stephenson, David S.
, p. 116 - 123 (2007/10/02)
The corresponding S-oxides 2-6 could be obtained by oxidation of 2,2,4,4-tetrakis(trifluoromethyl)-1,3-dithietane (1).Similar oxidation of 2,2,4,4-tetrakis(trifluoromethyl)thiirane (8) yields the episulfoxide 12, but not the episulfone 14.Pyrolysis of 2, 3, 5, and 6 have been investigated and bis(trifluoromethyl)sulfine (7) could be isolated as the first member of perfluoroalkylsulfines as well as the sulfonylfluoride 13 being the product of isomerization of bis(trifluoromethyl)sulfene (9). 7 could also be obtained by ring opening from 3 with bases and by oxidation of hexafluorothioacetone (11), respectively.Solvolytic ring opening in 5 and 6 yields the sulfones 16 and 17.
Bis(trifluoromethyl)sulfine, (CF3)2C=SO: New Syntheses and Some Reactions
Elsaesser, Andreas,Sundermeyer, Wolfgang
, p. 4553 - 4560 (2007/10/02)
New methods for the synthesis of bis(trifluoromethyl)sulfine (sulfoxide) (9) are reported.Pyrolysis, photolysis, and hydrolysis of the compound were investigated as well as the typical behaviour in reactions with the thiocarbonyl group (thiophosgene), with anthracene (Diels-Alder addition) and halogens.
