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Sigma-Aldrich

Diphenyl diselenide

purum, ≥97.0% (GC)

Sinonimo/i:

Phenyl diselenide

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About This Item

Formula condensata:
C6H5SeSeC6H5
Numero CAS:
1666-13-3
Peso molecolare:
312.13
Beilstein:
2047179
Numero CE:
216-780-2
Numero MDL:
MFCD00003001
Codice UNSPSC:
12352100
ID PubChem:
329756289
NACRES:
NA.22

Grado

purum

Livello qualitativo

200

Saggio

≥97.0% (GC)

Punto di fusione

59-61 °C (lit.)
60-63 °C

Stringa SMILE

[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
YWWZCHLUQSHMCL-UHFFFAOYSA-N

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Descrizione generale

Diphenyl diselenide (Ph2Se2) is an organoselenium compound. Its crystalline structure, toxicokinetic properties, antioxidant and anti-inflammatory activities have been investigated. Its ability to reverse the oxidative brain damage and mitochondrial dysfunction induced by acetaminophen has been studied in mice. It reacts with thallium (Tl) to form TI (SePh). It participates in a four-component radical coupling to form substituted cyclopentanes.

Applicazioni

Diphenyl diselenide (Ph2Se2) may be used in the following studies:
  • methoxyselenenylation of alkenes
  • dihydroxylation of double bonds
  • hydrothiolation of terminal alkynes
It may be used in the synthesis of the following:
  • unsymmetrical diorganyl selenides
  • 1-(phenylselenomethyl)vinyl selenides
  • allylic phenyl selenides

Altre note

Reagent for introducing the phenylselenyl group, used for elimination and oxidation reactions, review

Avvertenze

Danger

Indicazioni di pericolo

H301 + H331,H373,H410

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
BCCL3604
BCCK1233
BCCH7649
BCCG7965
BCCF8210

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Indium (I) iodide-mediated cleavage of diphenyl diselenide. An efficient one-pot procedure for the synthesis of unsymmetrical diorganyl selenides.
Ranu BC, et al.
Organic Letters, 5(9), 1439-1441 (2003)
The crystal structure of diphenyl diselenide.
Marsh RE.
Acta Crystallographica, 5(4), 458-462 (1952)
Hydrothiolation of terminal alkynes with diaryl disulfides and diphenyl diselenide: selective synthesis of (Z)-1-alkenyl sulfides and selenides.
Wang ZL, et al.
Tetrahedron, 64(47), 10670-10675 (2008)
Reactions of some main group metals with diphenyl disulphide and diphenyl diselenide.
Kumar R, et al.
J. Chem. Soc., Dalton Trans., 4, 1045-1047 (1988)
Photo-initiated addition of diphenyl diselenide to allenes.
Ogawa A, et al.
Tetrahedron Letters, 31(41), 5931-5934 (1990)
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