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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:
Molecular Weight:
218.34
Beilstein/REAXYS Number:
639794
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Warning

hcodes

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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)
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)
Tsuyoshi Taniguchi et al.
Organic letters, 11(15), 3298-3301 (2009-09-02)
Hydrothiolation of alkynes proceeds with diphenyl disulfide and tripropylamine. Amine-mediated single electron transfer to diphenyl disulfide can be proposed for the reaction mechanism. Applications of the method to radical cyclizations of eneyne compounds are also presented.
Y Ito et al.
Mutation research, 393(3), 307-316 (1997-12-11)
The suppressive effect of S-methyl methanethiosulfonate (MMTS) on aflatoxin B1 (AFB1)- or methyl methanesulfonate (MMS)-induced chromosome aberrations (CA) in rat bone marrow cells was studied. MMTS significantly suppressed CA induced by both AFB1 (an indirect-acting carcinogen) and MMS (a direct-acting
C W Nogueira et al.
Toxicology, 191(2-3), 169-178 (2003-09-11)
Organochalcogens are important intermediates and useful reagents in organic synthesis, which can increase human exposure risk to these chemicals in the workplace. As well, there are a number of reported cases of acute toxicity following organochalcogen ingestion of vitamins and

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