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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

Certificates of Analysis (COA)

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Diphenyl Diselenide
Byers JH
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Diphenyl Diselenide-Catalyzed Synthesis of Triaryl Phosphites and Triaryl Phosphates from White Phosphorus
Zhang Y, et al.
Organic Letters, 23(13), 5158-5163 (2021)
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
Juliana T da Rocha et al.
Behavioural pharmacology, 23(1), 98-104 (2011-12-06)
Ovarian hormone loss contributes to cognitive decline in postmenopausal women. Studies have demonstrated a positive role of the level of the element selenium in cognitive performance. The present study investigated the effects of the synthetic organoselenium compound diphenyl diselenide (PhSe)₂
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
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