18922-54-8

Basic information

• Product Name: S,S-diisopropyl-N-(p-tolylsulphonyl)sulphimide
• Synonyms: S,S-diisopropyl-N-(p-tolylsulphonyl)sulphimide;S,S-Bis(1-methylethyl)-N-[(4-methylphenyl)sulfonyl]sulfilimine;Benzenesulfonamide, N-(bis(1-methylethyl)-lambda4-sulfanylidene)-4-methyl-;Einecs 242-676-1;S,S-Diisopropyl-N-(p-toluenesulfonyl)sulfilimine;Sulfilimine, S,S-bis(1-methylethyl)-N-((4-methylphenyl)sulfonyl)-;S,S-Diisopropyl-N-(p-tolylsulfonyl)sulfimide
• CAS NO: 18922-54-8
• Molecular Formula: C₁₃H₂₁NO₂S₂
• Molecular Weight: 287.44134
• EINECS: 242-676-1
• Mol File: 18922-54-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 422.8°Cat760mmHg
• Flash Point: 209.5°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 5.77E-07mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: S,S-diisopropyl-N-(p-tolylsulphonyl)sulphimide(CAS DataBase Reference)
• NIST Chemistry Reference: S,S-diisopropyl-N-(p-tolylsulphonyl)sulphimide(18922-54-8)
• EPA Substance Registry System: S,S-diisopropyl-N-(p-tolylsulphonyl)sulphimide(18922-54-8)

Safety Data

• Hazardous Substances Data: 18922-54-8(Hazardous Substances Data)

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

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 articles and documents

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.

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.