36744-90-8

Basic information

• Product Name: S,S-DIPHENYLSULFILIMINE
• Synonyms: S,S-DIPHENYLSULFILIMINE;S,S-diphenylsulphimide;Diphenyl(imino) sulfur(IV);Iminodiphenylsulfur(IV);S,S-Diphenylsulfimine;S,S-Diphenylsulphimine
• CAS NO: 36744-90-8
• Molecular Formula: C₁₂H₁₁NS
• Molecular Weight: 201.29
• EINECS: 253-182-0
• Mol File: 36744-90-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 339.4°Cat760mmHg
• Flash Point: 159°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.000181mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: S,S-DIPHENYLSULFILIMINE(CAS DataBase Reference)
• NIST Chemistry Reference: S,S-DIPHENYLSULFILIMINE(36744-90-8)
• EPA Substance Registry System: S,S-DIPHENYLSULFILIMINE(36744-90-8)

Safety Data

• Hazardous Substances Data: 36744-90-8(Hazardous Substances Data)

Usage

General Description

S,S-Diphenylsulfonamine is a chemical compound with the molecular formula C12H10N2S. It is a sulfonamide and an imine derivative, and is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. S,S-Diphenylsulfonamine is a colorless, crystalline solid that is insoluble in water but soluble in organic solvents. It is considered to be a moderately hazardous substance, and exposure to it can cause irritation to the skin, eyes, and respiratory system. It is important to handle and store S,S-Diphenylsulfonamine with care and in accordance with proper safety protocols.

InChI:InChI=1/C12H11NS/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H

Upstream product

• 40560-80-3 N-(diphenyl-λ⁴-sulfanylidene)benzenesulfonamide 
• 139-66-2 diphenyl sulfide 
• 64-17-5 ethanol 
• 42787-34-8 S,S-Diphenyl-N_.bromosulfilimine 
• 67248-39-9 fluoro(diphenyl)-λ⁶-sulfanenitrile 
• 42787-33-7 S,S-Diphenyl-N-chlorosulfilimine 
• 87446-53-5 S,S-diphenyl-N-(trifluoroacetyl)sulfilimine 
• 212077-68-4 S,S-diphenyl-S-[1,1-2H₂]propoxythiazyne 
• 143885-02-3 propyloxy(diphenyl)-λ⁶-sulfanenitrile 
• 143885-03-4 isopropyloxy(diphenyl)-λ⁶-sulfanenitrile 
• 127022-75-7 methoxy(diphenyl)-λ⁶-sulfanenitrile 
• 42787-35-9 S,S-Diphenyl-N-iodosulfilimine 
• 71-23-8 propan-1-ol 
• 67-56-1 methanol 

Downstream Products

• 58940-90-2 S,S-diphenyl-N-(2-(phenylsulfonyl)ethyl)sulfilimine 
• 66094-96-0 N-[(R)-((R)-4-tert-butoxycarbonyl-5-cyano-3,6-dihydro-2H-[1,3]thiazin-2-yl)-(2-phenoxy-acetylamino)-acetyl]-S,S-diphenyl-sulfimide 
• 42787-33-7 S,S-Diphenyl-N-chlorosulfilimine 
• 42787-34-8 S,S-Diphenyl-N_.bromosulfilimine 
• 42787-35-9 S,S-Diphenyl-N-iodosulfilimine 
• 39149-62-7 S,S-diphenyl-N-(ethoxycarbonyl)sulfilimine 
• 39149-60-5 N-(diphenyl-λ⁴-sulfanylidene)benzamide 
• 42397-49-9 N-(2'-Benzoyl-1'-phenylvinyl)-diphenylsulfilimin 
• 139-66-2 diphenyl sulfide 
• 7542-94-1 2-amino-(2Z)-butenedioic acid dimethyl ester 
• 58940-88-8 dimethyl trans-aziridine-2,3-dicarboxylate 
• 96307-14-1 S,S-diphenyl-N-(p-nitrophenyl)sulfilimine 
• 70033-87-3 N-Pivaloyl-S,S-diphenylsulfinilimin 
• 70033-90-8 N-(m-Chlorbenzoyl)-S,S-diphenylsulfinilimin 

Relevant articles and documents

Novel diphenylsulfimide antioxidants containing 2,6-di-tert-butylphenol moieties

New diphenylsulfimide derivatives containing substituents with the 2,6-di-tert-butylphenol moiety at the nitrogen atom were synthesized. Their molecular structures were established by X-ray diffraction. Antioxidant activity was experimentally evaluated by spectrophotometry based on hydrogen transfer to the stable radicals, namely, 2,2-diphenyl-1-picrylhydrazyl and the 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation (ABTS·+), and using in vitro lipid peroxidation in rat brain and liver homogenates. The presence of phenol and diphenylsulfimide moieties in one molecule leads to a significant enhancement of antioxidant activity. The new compounds exhibit moderate inhibitory activity against enzymes involved in carbohydrate and lipid metabolism. The evaluation of antiglycation activity showed that the new sulfimides taken at a concentration of 100 μmol L–1 have activity comparable with that of aminoguanidine.

Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f] thiepines

Several chiral thiepines were efficiently constructed using sulfur diimidazole in combination with a variety of bislithiated carbon fragments. The sulfur atom in these thiepines is found to be unusually unreactive compared to diphenylsulfide. The Royal Society of Chemistry 2006.

Synthesis, Structure, and Thermolysis Mechanism of S-Alkoxythiazynes

S-Alkoxy-S,S-diarylthiazynes were prepared by two methods: the alkaline hydrolysis of S,S-diaryl-N-halosulfilimines in aqueous alcohols and the reaction of S,S-diaryl-S-fluorothiazynes with sodium alkoxides. The structure of S,S-diphenyl-S-propoxythiazyne was determined by an X-ray crystallographic analysis, which showed a short SN bond length of 1.441(3) A. The thermolysis of S-alkoxythiazynes gave elimination products, which were identified as the corresponding carbonyl compounds and N-unsubstituted S,S-diarylsulfilimines. Kinetic experiments for the thermolysis of the S-alkoxy-S,S-diarylthiazynes were carried out. The first-order kinetic behavior, a large kinetic isotope effect (kHkD = 6.1 ) using S,S-diphenyl-S-[1,1-2H2]propoxythiazyne, a negative activation entropy (ΔS? = -30 J K-1mol-1), and a negative Hammett ρ-value (ρ= -0.35) on the phenyl group were obtained, suggesting that the reaction proceeds via a concerted five-membered cyclic transition state. A deviation from the ideal concerted transition state is discussed in comparison with that for sulfoxides.