P35405
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
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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
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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 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
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 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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