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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

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)
E N Maciel et al.
Journal of biochemical and molecular toxicology, 14(6), 310-319 (2000-11-18)
In the present study, the inhibitory effect of diphenyl diselenide and diphenyl ditelluride after in vitro, acute (a single dose), or chronic exposure (14 doses) was examined in mice 24 hours after the last administration. In vitro, diphenyl diselenide, and
Michele Hinerasky da Silva et al.
Neurotoxicity research, 21(3), 334-344 (2011-11-15)
Organoselenium compounds exhibit antioxidant activity, as well as a variety of biological activities, with potential pharmacological and therapeutic applications. The aim of this study was to investigate the effect of diphenyl diselenide (PhSe)(2) in reversing oxidative brain damage and mitochondrial
César Augusto Brüning et al.
Progress in neuro-psychopharmacology & biological psychiatry, 38(2), 168-174 (2012-03-31)
Bipolar disorder (BD) is a common and severe mood disorder associated with higher rates of suicide and disability. Ouabain, a Na(+)/K(+)-ATPase inhibitor, induces behavioral changes in rats and has been used as a model of mania. The aim of this
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