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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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2884
STBL2401
STBK6117
STBK8659
STBK4458

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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)
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
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
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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