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P35405

Sigma-Aldrich

Diphenyl sulfoxide

96%

Synonym(s):

Phenyl sulfoxide

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About This Item

Linear Formula:
(C6H5)2SO
CAS Number:
Molecular Weight:
202.27
Beilstein:
1908444
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

crystals

bp

206-208 °C/13 mmHg (lit.)

mp

69-71 °C (lit.)

SMILES string

O=S(c1ccccc1)c2ccccc2

InChI

1S/C12H10OS/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

InChI key

JJHHIJFTHRNPIK-UHFFFAOYSA-N

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Application

  • Preparation of radiochemicals: Diphenyl sulfoxide plays a role in the synthesis of [(11)C]cyanide from [(11)C]methyl iodide, facilitating rapid and efficient production of radiochemicals for medical imaging applications (Kikuchi et al., 2022).
  • Catalytic oxidation processes: The photocatalytic and catalytic oxidation of diphenyl sulphide to sulfoxide and sulfone was examined, highlighting the effectiveness of hydrogen peroxide and TiO2 polymorphs in optimizing chemical processes (Mikrut et al., 2022).
  • Dielectric properties research: The study on dielectric properties of high organic sulfur coal highlighted the modeling of sulfur compounds, which could include diphenyl sulfoxide, enhancing our understanding of materials science in energy sectors (Cai et al., 2019).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ya-Juan Wang et al.
Carbohydrate research, 346(11), 1271-1276 (2011-05-31)
An N-acetyl-5-N,4-O-oxazolidinone-protected p-toluene 2-thio-sialoside donor, promoted by Ph(2)SO/Tf(2)O/TTBPy, was thoroughly investigated in the coupling to various acceptors. The stereoselectivity of the sialylation was found to be dependent on the various reaction conditions, such as pre-activation time, reaction time, the amount
S C Lee et al.
Biochemical pharmacology, 49(11), 1567-1576 (1995-05-26)
The caecal microflora from female rats show a greater ability to reduce the sulphoxide group of sulindac than either the liver or kidneys. Studies on sulphoxide reduction by Escherichia coli showed that NADH, NADPH and dithiothreitol (DTT), but not acetaldehyde
Deju Ye et al.
The Journal of organic chemistry, 74(4), 1733-1735 (2009-01-20)
An efficient approach to the dehydrative sialylation of various substrates with C-4-aminated sialyl-hemiketal donors by using the reagent combination of diphenyl sulfoxide and triflic anhydride is reported. By using a C-4-hindered non-nucleophilic amine auxiliary, excellent yields and high alpha-stereoselectivities were
David Crich et al.
Organic letters, 8(5), 959-962 (2006-02-24)
The formation of sialic acid glycosides with a thiosialic acid derivative, diphenyl sulfoxide, and trifluoromethanesulfonic anhydride is reported. With an excess of diphenyl sulfoxide, glycal formation can be completely suppressed and excellent yields are obtained for coupling to a wide
S C Mitchell et al.
Xenobiotica; the fate of foreign compounds in biological systems, 28(7), 715-722 (1998-08-26)
1. Radiolabelled diphenyl sulphoxide (U-14C- or 35S-) was administered by gavage (1.0 mmol/kg body weight) to the adult male Wistar rat following an overnight fast. 2. For both labelled forms faeces was the major route of excretion of radioactivity (50%)

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