65605-23-4Relevant articles and documents
Using sulfinamides as high oxidation state sulfur reagent for preparation of sulfenamides
Ma, Long-jun,Li, Guang-xun,Huang, Jin,Zhu, Jin,Tang, Zhuo
, p. 1600 - 1603 (2018)
Traditional preparation of sulfenamides require the use of low oxidation state of sulfur reagent such as RSCl, (RS)2 or RSH, which are toxic, odorous and difficult to deal with due to the harsh reaction conditions. Here high oxidation state of
Gas-phase thermolysis of N-methyl-N-phenyl-tert-butyl-sulfenamide and morpholinyl-tert-butylsulfenamide
Martin, Gonzalo,Ascanio, Julian,Rodriguez, Jesus
, p. 407 - 410 (2007/10/03)
N-Methyl-N-phenyl-tert-butylsulfenamide (MPSA) and morpholinyl-tert-butylsulfenamide (MOSA) were thermolyzed in a stirred-flow reactor at temperatures of 340-390 °C and pressures of 7-13 Torr, using toluene as carrier gas, at residence times of 0.3-1.3 s. Isobutene was formed in 99% yield through first-order reactions having the following Arrhenius parameters (A,S-1, Ea, kJ mol-1): MPSA, log A = 12.41 ± 0.02, Ea = 158.8 ± 0.2; MOSA, log A = 12.91 ± 0.22, Ea = 159 ± 3. It is proposed that the elimination of isobutene takes place by unimolecular reaction mechanisms involving polar, four-center cyclic transition states, forming S-unsubstituted thiohydroxylamines as co-products. Thermochemical parameters, estimated by semiempirical AM1 calculations, are reported for the latter and for the parent molecules.
