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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:
945-51-7
Molecular Weight:
202.27
Beilstein/REAXYS Number:
1908444
EC Number:
213-415-9
MDL number:
MFCD00002085
UNSPSC Code:
12352100
PubChem Substance ID:
24898426
NACRES:
NA.22

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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PROPYL SULFOXIDE

Methyl p-tolyl sulfoxide 97%

Sigma-Aldrich

481858

Methyl p-tolyl sulfoxide

Martin A Fascione et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(10), 2987-2997 (2012-02-02)
Sulfoxides are frequently used in organic synthesis as chiral auxiliaries and reagents to mediate a wide variety of chemical transformations. For example, diphenyl sulfoxide and triflic anhydride can be used to activate a wide range of glycosyl donors including hemiacetals
S Yoshihara et al.
Drug metabolism and disposition: the biological fate of chemicals, 18(6), 876-881 (1990-11-01)
To evaluate the metabolic capacity of intact guinea pig liver under normoxic and hypoxic conditions, oxidative and reductive metabolism of diphenyl sulfoxide (DPSO) was studied by the nonrecirculating perfusion method in situ. DPSO was exclusively converted into diphenyl sulfone (DPSO2)
S Yoshihara et al.
Archives of biochemistry and biophysics, 249(1), 8-14 (1986-08-15)
To characterize the properties of diphenyl sulfoxide (DPSO) as a new type of electron acceptor for guinea pig liver aldehyde oxidase (AO), we compared the kinetics of the reductions of DPSO and other classical electron acceptors such as O2 and
J A Kozlowski et al.
Bioorganic & medicinal chemistry letters, 10(20), 2255-2257 (2000-10-31)
Structure activity studies on [4-(phenylsulfonyl)phenyl]methylpiperazine led to the discovery of 4-cyclohexyl-alpha-[4-[[4-methoxyphenyl(S)-sufinyl]phenyl]-1-pi perazineacetonitrile, 1, an M2 selective muscarinic antagonist. Affinity at the cloned human M2 receptor was 2.7 nM; the M1/M2 selectivity is 40-fold.
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
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