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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
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Assay

99%

form

powder

mp

58-60 °C (lit.)

solubility

xylene: soluble 3%, clear, colorless to yellow

functional group

disulfide

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. [1]

Application

Phenyl disulfide is the hydrolysis product of dyfonate( insecticide)[2]. Phenyl disulfide (diphenyl disulphide) participates in hydrothiolation of alkynes via amine-mediated single electron transfer mechanism[3].

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK2842
STBH5240
STBG3761V
STBF5621V
STBF0531V

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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)
Alberto Modelli et al.
The journal of physical chemistry. A, 110(34), 10219-10224 (2006-08-25)
The temporary anion states of gas-phase diphenyl disulfide are characterized by means of electron transmission (ET) and dissociative electron attachment (DEA) spectroscopies. The measured energies of vertical electron attachment are compared to the virtual orbital energies of the neutral state
E W Srikendari et al.
Redox report : communications in free radical research, 6(3), 191-193 (2001-08-29)
The aim of this study was to determine whether disulfides could serve as protective antioxidants for alpha-tocopherol or vice versa. The chosen reaction system was a co-oxidation of the model compound of alpha-tocopherol, 2,2,5,7,8-pentamethyl-6-chromanol (PMC), and diphenyl disulfide (1) by
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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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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