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180629

Sigma-Aldrich

Diphenyl diselenide

98%

Synonym(s):

Phenyl diselenide

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About This Item

Linear Formula:
C6H5SeSeC6H5
CAS Number:
1666-13-3
Molecular Weight:
312.13
Beilstein:
2047179
EC Number:
216-780-2
MDL number:
MFCD00003001
UNSPSC Code:
12352100
PubChem Substance ID:
24850881
NACRES:
NA.22

Quality Level

100

Assay

98%

impurities

<2% diphenyl selenide

mp

59-61 °C (lit.)

SMILES string

[Se]([Se]c1ccccc1)c2ccccc2

InChI

1S/C12H10Se2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H

InChI key

YWWZCHLUQSHMCL-UHFFFAOYSA-N

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General description

Diphenyl Diselenide is an organo selenium compound that is an oxidized derivative of benzeneselenol. It is a source of phenylseleno radicals. it is reactive with a wide range of organic nucleophiles, electrophiles, and radicals.

Application

Diphenyl diselenide is used:In the synthesis of diaryl selenides bycross-coupling of aryl halides with diphenyl diselenide in presence of copperferrite nanoparticle catalyst.

Biochem/physiol Actions

Diphenyl diselenide inhibits δ-aminolevulinate dehydratase (δ-ALA-D) from brain, liver and kidney in vitro.

Signal Word

Danger

Hazard Statements

H301 + H331,H373,H410

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Poisonous substance

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

180629-100G:4548173110813
180629-25G:4548173110837
180629-BULK:
180629-VAR:
180629-5G:4548173110844
180629-1G:4548173110820

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2483
SDBB2431
STBL2884
STBL2401
STBK6117

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Diphenyl Diselenide
Byers JH
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Claire M Weekley et al.
Biochemistry, 51(3), 736-738 (2012-01-17)
The selenoamino acids methylselenocysteine (MeSeCys) and selenomethionine (SeMet) have disparate efficacies as anticancer agents. Herein, we use X-ray absorption spectroscopy to determine the chemical form of selenium in human neuroblastoma cells. Cells treated with MeSeCys contain a significant diselenide component
Erico Silva Loreto et al.
Veterinary microbiology, 156(1-2), 222-226 (2011-11-08)
This study evaluated the in vitro activity of diphenyl diselenide against 19 Pythium insidiosum isolates and the in vivo therapeutic response of rabbits with experimentally induced pythiosis. In vitro: susceptibility tests were performed using the broth macrodilution method in accordance
César A Brüning et al.
Neurochemical research, 37(10), 2249-2258 (2012-08-01)
Cerebrovascular diseases, including ischemic stroke, are associated with high mortality worldwide. Oxidative stress and inflammation are important pathophysiological mechanisms involved in post-ischemic cerebral injury. The present study was designed to investigate the potential protective effect of diphenyl diselenide (PhSe)(2), an
Pengshang Zhou et al.
Nanoscale, 12(43), 22307-22316 (2020-11-05)
Transition metal dichalcogenides (TMDs) are gaining increasing interest in the field of lithium ion batteries due to their unique structure. However, previous preparation methods have mainly focused on their growth from substrates or by exfoliation of the bulk materials. Considering
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