621-08-9

Basic information

• Product Name: DIBENZYL SULFOXIDE
• Synonyms: 1,1’-(sulfinylbis(methylene))bis-benzen;1,1’-[sulfinylbis(methylene)]bis-benzen;Benzyl sulphoxide;bis(phenylmethyl)sulfoxide;Preventol CI 5;Sulfoxide, dibenzyl;sulfoxide,dibenzyl;Tardiol D
• CAS NO: 621-08-9
• Molecular Formula: C₁₄H₁₄OS
• Molecular Weight: 230.33
• EINECS: 210-668-7
• Product Categories: Color Former & Related Compounds;Functional Materials;Sensitizer
• Mol File: 621-08-9.mol
• Article Data: 164

Chemical Properties

• Melting Point: 130-132 °C(lit.)
• Boiling Point: 342.33°C (rough estimate)
• Flash Point: 222.007 °C
• Appearance: Off-white to pale yellow/Crystalline Powder
• Density: 1.1421 (rough estimate)
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 0.3g/l
• Water Solubility: 318.82mg/L at 20℃
• CAS DataBase Reference: DIBENZYL SULFOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DIBENZYL SULFOXIDE(621-08-9)
• EPA Substance Registry System: DIBENZYL SULFOXIDE(621-08-9)

Safety Data

• WGK Germany: 3
• RTECS: DA9275000
• Hazardous Substances Data: 621-08-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 8365, 1995 DOI: 10.1021/jo00131a009

Flammability and Explosibility

Notclassified

InChI:InChI=1/C14H14OS/c15-16(11-13-7-3-1-4-8-13)12-14-9-5-2-6-10-14/h1-10H,11-12H2

Upstream product

• 538-74-9 dibenzyl sulfide 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 7722-84-1 dihydrogen peroxide 
• 7732-18-5 water 
• 100-39-0 benzyl bromide 
• 921765-53-9 3-(phenylmethylsulfinyl)propionic acid tert-butyl ester 
• 108-88-3 toluene 
• 921765-54-0 3-benzylsulfanylpropionic acid tert-butyl ester 
• 6099-26-9 1-phenyl-2-phenylmethanesulfinylethanone 
• 2408-88-0 2-benzylsulfanyl-1-phenylethanone 
• 6921-34-2 benzylmagnesium chloride 
• 18053-55-9 benzyl 2-(trimethylsilyl)ethyl sulfide 
• 100-53-8 phenylmethanethiol 

Downstream Products

• 620-32-6 dibenzyl sulfone 
• 67113-91-1 dibenzyl(imino)-λ⁶-sulfanone 
• 26910-38-3 Benzyl-α-brombenzylidensulfoxid 
• 100-52-7 benzaldehyde 
• 150-60-7 dibenzyl disulphide 
• 538-74-9 dibenzyl sulfide 
• 100-44-7 benzyl chloride 
• 7782-99-2 sulphurous acid 
• 108-88-3 toluene 
• 7664-93-9 sulfuric acid 
• 65-85-0 benzoic acid 
• 32362-99-5 benzylthioacetate 
• 124442-37-1 {PtCl(dibenzyl sulfoxide)(R,R-1,2-diaminocyclohexane)}NO₃ 

Relevant articles and documents

In Situ Generated Organic Peroxides in Oxidative Desulfurization of Naphtha Reformate

Abstract: The paper describes a method developed for the oxidation of organosulfur compounds using organic peroxides generated in situ under the action of atmospheric oxygen on gasoline fraction after reforming. Naphtha reformate that contained dibenzothiophene as a model substrate was subjected to oxidative desulfurization by organic peroxides generated in situ under atmospheric oxygen. The study examined various catalytic systems, including immobilized Anderson-type polyoxometalates, and initiators, which, in combination, provided effective generation of alkyl hydroperoxides, selective oxidation of organosulfur compounds in the hydrocarbon feedstock, and a high conversion rate.

Oxygen-to-Oxygen Silyl Migration of α-Siloxy Sulfoxides and Oxidation-Triggered Allicin Formation

Oxidation of α-siloxy thioethers leads to the formation of the corresponding sulfoxides as unstable intermediates, which undergo an intramolecular oxygen-to-oxygen silyl migration to break the C-S linkage. This process produces silyl protected sulfenic acids and subsequently thiosulfinates. It was used to develop oxidation-triggered allicin donors.