133670-33-4

Upstream product

• 676-85-7 methylsulphinyl chloride 
• 17314-33-9 tributyltin phenyl sulfide 
• 14173-25-2 methyl phenyl disulfide 

Downstream Products

• 1197-26-8 S-phenyl benzenesulfonothioate 
• 75-75-2 methanesulfonic acid 
• 2949-92-0 methanethiosulfonic acid S-methyl ester 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 98-11-3 benzenesulfonic acid 

Relevant academic research and scientific papers

Oxidation of Unsymmetrical Disulfide and Thiosulfinic S-Esters with Peroxy Acids. Search for Formation of α-Disulfoxide as An Intermediate in the Electrophilic Oxidation of Thiosulfinic S-Ester

Oxidation of an unsymmetrical disulfide, methyl phenyl disulfide, with peroxy acids takes place mainly at more electron-rich sulfur atom to form thiosulfinic S-ester at the first stage, while oxidation of unsymmetrical thiosulfinic S-ester with peroxy acids gives usually four thiosulfonic S-esters, together with sulfinic and sulfonic acids, further oxidation products.Oxidation of S-methyl benzenethiosulfinate 6 affords, as one of the products, S-phenyl methanethiosulfonate 11, in which the original sulfinyl oxygen is brought into methanesulfonyl group.A small amount of S-phenyl benzenethiosulfonate 9 (or benzenesulfonic acid 15) is obtained in the oxidation of S-phenyl methanethiosulfinate 7. 18O-Label of the starting thiosulfinic S-ester 6 was found to be incorporated to some extents into all four products, i.e. 8-11, while a part of 18O-label of S-phenyl methanethiosulfinate 7 was also observed in S-phenyl benzenethiosulfonate 9 and benzensulfonic acid 15, although most of 18O-label of 7 was incorporated into S-phenyl methanethiosulfonate 11.Thiosulfinic S-esters are stable and do not undergo disproportionation and 18O-exchange under the conditions.These observations suggest the formation of α-disulfoxide as an intermediate in the oxidation of thiosulfinic S-ester to thiosulfonic S-ester, especially in the oxidation of 6, although no peak corresponding to α-disulfoxide was observed directly in the NMR spectra taken during the oxidations of a few thiosulfinic S-esters with peroxy acid.Mechanism of the oxidation is discussed.

A GENERAL, HIGH-YIELD PREPARATION OF THIOSULFINATE ESTERS USING ORGANOTIN PRECURSORS

A variety of thiosulfinate esters are produced in >90percent isolated yield by the reaction of organotin thiolates with sulfinyl chlorides.