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Phenyl sulfoxide

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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
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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)
Flash point:
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
InChIKey
JJHHIJFTHRNPIK-UHFFFAOYSA-N
CAS DataBase Reference
945-51-7(CAS DataBase Reference)
NIST Chemistry Reference
Diphenyl sulfoxide(945-51-7)
EPA Substance Registry System
Benzene, 1,1'-sulfinylbis- (945-51-7)
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Safety Information

Hazard Codes 
Xi
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
DA9185000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29309070

MSDS

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Phenyl sulfoxide Usage And Synthesis

Chemical Properties

white to off-white crystalline powder

Uses

Diphenyl 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.

Definition

ChEBI: 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

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