18922-54-8

Usage

InChI:InChI=1/C13H21NO2S2/c1-10(2)17(11(3)4)14-18(15,16)13-8-6-12(5)7-9-13/h6-11H,1-5H3

Upstream product

• 625-80-9 diisopropylsulfide 
• 127-65-1 chloroamine-T 
• 941-55-9 4-toluenesulfonyl azide 
• 70284-20-7 N-bromo-N-potassio-p-toluenesulfonamide 

Downstream Products

• 70-55-3 toluene-4-sulfonamide 
• 73853-63-1 S-isopropyl-N-p-tolylsulphonylsulphenamide 
• 42153-73-1 S,S-Diisopropyl-N-(p-toluolsulfonyl)sulfoximine 

Relevant academic research and scientific papers

Mechanism of the Reaction of Dialkyl Sulphides with Bromamine T in Alkaline Medium

Bromamine T (p-MeC6H4SO2NBr-K+) reacts readily with dialkyl sulphides (R2S) to yield sulphoxides (R2SO) and sulphimides (R2SNTs).The kinetics of the reaction were investigated in buffered alkaline water-methanol solutions.In rate-determining steps HOBr and p-MeC6H4SO2NHBr formed in equilibrium reactions convert dialkyl sulphides into bromosulphonium (R2SBr+) intermediates (ρ* -1.22 and 1.11, ρI -13.3 and -14.4, respectively.).Electrophilic additions of Br+ to sulphur atom are significantly hindered by the steric effect of S-alkyl groups (δ 0.713 and 0.765, ρs 0.766 and 0.792, respectively).Products are rapidly formed from bromosulphonium ions by nucleophilic displacement with OH- and p-MeC6H4SO2NH- nucleophiles.Product distribution depends on pH and the concentration of p-MeC6H4SO2NH2 but is not influenced markedly by S-alkyl groups in sulphides.Results are compared with those obtained earlier for chloramine T.

Selectivity in the Electrophilic Addition of Carbenes and Nitrenes to Aliphatic Sulphides and to 4-t-Butylthian

Photogenerated bisalkoxycarbonyl- and diacetyl-carbenes add exclusively equatorially to 4-t-butylthian and exhibit selectivity in competitive additions to mixtures of dimethyl- and di-isopropyl sulphides.By contrast ethoxy-carbonyl- and p-tolylsulphonyl-nitrene give equal proportions of axial and equatorial adducts with the thian, and show no selectivity in competitive reactions with dialkyl sulphides.The results in most or all cases appear to be determined by kinetic control.

Sulfilimines as premature vulcanization inhibitors

N-sulfonyl-sulfilimine compounds such as S,S-di(isopropyl)-N-(p-toluenesulfonyl) sulfilimine are used as premature vulcanization inhibitors in polymers compounded for sulfur vulcanization.