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Key Documents

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

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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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Show Differences

1 of 4

This Item
FD2000SFD40SFD250S
biological source

synthetic

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

bacterial (Leuconostoc mesenteroides)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

form

powder or crystals

form

powder

form

powder

form

powder

conjugate

FITC conjugate

conjugate

FITC conjugate

conjugate

FITC conjugate

conjugate

FITC conjugate

mol wt

average mol wt 2,000,000

mol wt

average mol wt 2,000,000

mol wt

average mol wt 40,000

mol wt

average mol wt 250,000

extent of labeling

0.001-0.020 mol FITC per mol glucose (substitution)

extent of labeling

0.003-0.020 mol FITC per mol glucose

extent of labeling

0.003-0.020 mol FITC per mol glucose

extent of labeling

0.003-0.020 mol FITC per mol glucose

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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    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)
    Enrico Baciocchi et al.
    The Journal of organic chemistry, 73(15), 5675-5682 (2008-06-27)
    The 3-cyano-N-methylquinolinium perchlorate (3-CN-NMQ(+)ClO4(-))-photosensitized oxidation of phenyl alkyl sulfoxides (PhSOCR1R2R3, 1, R1 = R2 = H, R3 = Ph; 2, R1 = H, R2 = Me, R3 = Ph; 3, R1 = R2 = Ph, R3 = H; 4, R1
    Tomofumi Takuwa et al.
    Chemical & pharmaceutical bulletin, 53(5), 476-480 (2005-05-03)
    A facile one-pot C-benzylation of various sodium enolates derived from methyl malonate, beta-ketoesters, a beta-cyanoester, a beta-cyanosulfone, ketones and a carboxylic ester is reported. Reaction of alkoxydiphenylsulfonium salts formed by treating various benzyl alcohols with diphenyl sulfide bis(trifluoromethanesulfonate) (derived from
    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

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