80319-02-4Relevant academic research and scientific papers
Chemichal Ionization and Electron Impact Mass Spectra of Thiosulfinates, Thiosulfonates, and Sulfinyl Sulfones
Freeman, Fillmore,Angeletakis, Christos N.
, p. 114 - 122 (2007/10/02)
The chemical ionization and electron impact mass spectra of some thiosulfinates, thiosulfonates, and sulfinyl sulfones have been studied.The electron impact mass spectra of four of the six thiosulfonates show molecular ions of less than 1percent.Inconclusive evidence was obtained for sulfenyl sulfinate type intermediates in the electron impact spectra of thiosulfonates.The electron impact spectra of thiosulfonates were similar to those of thiosulfonates.The chemical ionization (isobutane) mass spectra of thiosulfinates and thiosulfonatesgenerally show protonated molecular ions (+) as base peaks and (+) and (+) peaks.
m-Chloroperoxybenzoic Acid Oxidation of S-Phenyl 2,2-Dimethylpropanethiosulfinate
Freeman, Fillmore,Angeletakis, Christos N.,Maricich, Tom J.
, p. 3403 - 3408 (2007/10/02)
At -30 deg C under nitrogen in CDCl3 the m-chloroperoxybenzoic acid (MCPBA) oxidation of S-phenyl 2,2-dimethylpropanethiosulfinate (18) leads to S-(2,2-dimethylpropyl) 2,2-dimethylpropanethiosulfonate (9), 18, S-phenyl 2,2-dimethylpropanethiosulfonate (19), 2,2-dimethylpropanesulfinic acid (20), and 2,2-dimethylpropanesulfonic acid (21).These products are consistent with attack by MCPBA at the sulfenyl sulfur atom of 18 to give α-disulfoxides 28 and at the sulfinyl sulfur atom of 18 to give 19.At 24 deg C, 18 reacts with 20 to give 19 and 2,2-dimethylpropanesulfenicacid (33), which dimerizes to S-(2,2-dimethylpropyl) 2,2-dimethylpropanethiosulfinate (5).Possible concerted, ionic, and radical mechanisms for these observations are discussed.
