24768-49-8Relevant 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.
Characterisierung und Photochemie von (Dihalogenmethylen)sulfoxiden, XYC=S=O
Sander, Wolfram,Henn, Rolf,Sundermeyer, Wolfgang
, p. 1281 - 1288 (2007/10/02)
Dihalogenomethylene sulfoxides (dihalogenosulfines) 2a-c were generated by flash vacuum pyrolysis of 2,2,4,4-tetrahalogeno-1,3-dithietane 1,3-dioxides 1a-c and trapping the pyrolysis products in argon at 10 K.At room temperature unstable difluorosulfine (2a) and chlorofluorosulfine (2b) were identified by i.r.spectroscopy, and the photochemistry of the sulfines was investigated.Chlorofluorosulfine (2b) exists in two geometrical isomers.Photolysis of 2a leads to fragmentation to give CF2 and SO, photolysis of the chlorine containing sulfines 2b and 2c to rearrangement to give sulfenyl chlorides 6 and 8.This is explained by different migratory tendencies of fluorine and chlorine and the stability of C-F bond.
