Phenyl sulfoxide

Phenyl sulfoxide Basic information
Product Name:Phenyl sulfoxide
Synonyms:1,1’-sulfinylbis-benzen;1,1’-sulfinylbis-Benzene;Diphenyl sulfoxide,Phenyl sulfoxide;Phenyl sulfoxide, 97% 100GR;Phenyl sulfoxide, 97% 25GR;Diphenyl sulfoxid;(benzenesulfinyl)benzene;bis-(phenyl)-sulfoxide
CAS:945-51-7
MF:C12H10OS
MW:202.27
EINECS:213-415-9
Product Categories:Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfoxides;Sulfur Compounds;fine chemicals;Biochemistry;Reagents for Oligosaccharide Synthesis;bc0001
Mol File:945-51-7.mol
Phenyl sulfoxide Structure
Phenyl sulfoxide Chemical Properties
Melting point 69-71 °C (lit.)
Boiling point 206-208 °C/13 mmHg (lit.)
density 1.1833 (rough estimate)
refractive index 1.6090 (estimate)
Fp 206-208°C/13mm
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly)
form Crystalline Powder
color White to off-white
Water Solubility Soluble in water. Soluble in most organic solvents.
BRN 1908444
InChIKeyJJHHIJFTHRNPIK-UHFFFAOYSA-N
CAS DataBase Reference945-51-7(CAS DataBase Reference)
NIST Chemistry ReferenceDiphenyl sulfoxide(945-51-7)
EPA Substance Registry SystemBenzene, 1,1'-sulfinylbis- (945-51-7)
Safety Information
Hazard Codes Xi
Safety Statements 22-24/25
WGK Germany 3
RTECS DA9185000
Hazard Note Irritant
TSCA Yes
HS Code 29309070
MSDS Information
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Diphenyl sulfoxide English
SigmaAldrich English
ACROS English
ALFA English
Phenyl sulfoxide Usage And Synthesis
Chemical Propertieswhite to off-white crystalline powder
UsesDiphenyl sulfoxide is a reagent used as an oxidant and hydroxyl activator in combination with a variety of electrophilic reagents. Efficient glycosidation of a phenyl thiosialoside donor with diphenyl sulfoxide and triflic anhydride in dichloromethane was reported. Direct glycosylations with 1-hydroxy glycosyl donors is made using trifluoromethanesulfonic anhydride and diphenyl sulfoxide. The preparation of triarylsulfonium halides was by the action of aryl Grignard reagents on diphenyl sulfoxide.
DefinitionChEBI: Diphenyl sulfoxide is a sulfoxide.
Synthesis Reference(s)Journal of the American Chemical Society, 114, p. 6269, 1992 DOI: 10.1021/ja00041a069
Tetrahedron Letters, 31, p. 4533, 1990 DOI: 10.1016/S0040-4039(00)97667-6
4,4'-Diaminodiphenylsulfone Diphenyldimethoxysilane Biphenyl 3,4'-DIAMINODIPHENYLMETHANE Phenyl sulfoxide 2-(Phenylsulfonyl)aniline RESORCINOL SULFOXIDE BIS(4-NITROPHENYL) SULFONE Chlorodiphenylphosphine PHENYL VALERATE 4,4'-Dimethyldiphenylsulfoxide Dimethyl sulfoxide Dichlorodiphenylsilane DIBENZOTHIOPHENE SULFONE SULFOXIDE 1,5-Diphenylcarbazide 1,3-Diphenyl-2-thiourea 4,4'-Dichlorodiphenyl sulfone

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