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169021

Sigma-Aldrich

Phenyl disulfide

99%

Synonym(s):

Diphenyl disulfide, NSC 2689

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About This Item

Linear Formula:
C6H5SSC6H5
CAS Number:
882-33-7
Molecular Weight:
218.34
Beilstein:
639794
EC Number:
212-926-4
MDL number:
MFCD00003065
UNSPSC Code:
12352100
PubChem Substance ID:
24850260
NACRES:
NA.22

Assay

99%

form

powder

mp

58-60 °C (lit.)

solubility

xylene: soluble 3%, clear, colorless to yellow

SMILES string

S(Sc1ccccc1)c2ccccc2

InChI

1S/C12H10S2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H

InChI key

GUUVPOWQJOLRAS-UHFFFAOYSA-N

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General description

Phenyl disulfide is used as a precursor for the synthesis of phenyl selenosulfide (PhS-SePh), which is vital in Li-ion battery production.

Application

Phenyl disulfide is the hydrolysis product of dyfonate( insecticide). Phenyl disulfide (diphenyl disulphide) participates in hydrothiolation of alkynes via amine-mediated single electron transfer mechanism.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

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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Identification of hydrolytic metabolites of dyfonate in alkaline aqueous solutions by using high performance liquid chromatography-UV detection and gas chromatography-mass spectrometry.
Wang T, et al.
International Journal of Environmental Analytical Chemistry, 90(12), 948-961 (2010)
Mixture is better: enhanced electrochemical performance of phenyl selenosulfide in rechargeable lithium batteries
Guo, Wei and Bhargav
Journal of the Chemical Society. Chemical Communications, 54, 8873-8876 (2018)
S C Mitchell et al.
Drug metabolism and drug interactions, 16(3), 191-206 (2000-12-16)
Radiolabelled [UL-14C]-diphenyl sulphide, [UL-14C]-diphenyl sulphoxide and [UL-14C]-diphenyl sulphone were administered by gavage (1.0 mmol/kg body weight) to adult male Wistar rats following an overnight fast. For all compounds, faeces were the major route of excretion of radioactivity (50%). Urinary elimination
Ana Mijovilovich et al.
The journal of physical chemistry. A, 114(35), 9523-9528 (2010-08-19)
Sulfur K-edge XANES was measured for two divalent sulfurs (dibenzyl and benzyl phenyl) and two disulfides (dibenzyl and diphenyl). The absorption spectra could be assigned using density functional theory with the "half core hole" approximation for the core hole including
Molecular modeling and enzyme kinetics indicate a novel mechanism for mammalian 5-lipoxygenase.
R W Egan et al.
Advances in prostaglandin, thromboxane, and leukotriene research, 17A, 69-74 (1987-01-01)
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