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Dibenzyl diselenide

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Dibenzyl diselenide Basic information

Product Name:
Dibenzyl diselenide
Synonyms:
  • BENZYL DISELENIDE
  • DIBENZYL DISELENIDE
  • 1,2-Dibenzyldiselane
  • Dibenzyldiselenium
  • Diselenide,bis(phenylmethyl)
  • Dibenzyldiselenide, 99+%
  • Bis(benzyl) perselenide
  • Dibenzyl perdiselenide
CAS:
1482-82-2
MF:
C14H14Se2
MW:
340.18
Product Categories:
  • Pharmaceutical Intermediates
  • Classes of Metal Compounds
  • Se (Selenium) Compounds
  • Semimetal Compounds
  • Building Blocks
  • Organic Building Blocks
  • Selenium Compounds
Mol File:
1482-82-2.mol
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Dibenzyl diselenide Chemical Properties

Melting point:
91-93 °C(lit.)
Boiling point:
427.3±48.0 °C(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
almost transparency in hot Toluene
form 
solid
color 
Light yellow to Yellow to Orange
Water Solubility 
Soluble in water.
Sensitive 
Air Sensitive
BRN 
1877745
Exposure limits
ACGIH: TWA 0.2 mg/m3
NIOSH: IDLH 1 mg/m3; TWA 0.2 mg/m3
InChIKey
HYAVEDMFTNAZQE-UHFFFAOYSA-N
CAS DataBase Reference
1482-82-2(CAS DataBase Reference)
NIST Chemistry Reference
Diselenide, bis(phenylmethyl)(1482-82-2)
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Safety Information

Hazard Codes 
T,N
Risk Statements 
23/25-33-50/53
Safety Statements 
20/21-28-45-60-61
RIDADR 
UN 3283 6.1/PG 2
WGK Germany 
3
HazardClass 
6.1
PackingGroup 
III
HS Code 
29310099

MSDS

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Dibenzyl diselenide Usage And Synthesis

Chemical Properties

Light yellow to Yellow to Orange powder to crystaline.

Uses

Dibenzyl diselenide is used as a source of the PhSe unit in organic synthesis. It is also used to introduce PhSe groups by reaction with a variety of nucleophilic, including enolates, enol silyl ethers, Grignard reagents, organolithium reagents, alkenes and amines.

Preparation

Dibenzyl diselenide was synthesized from bis(methoxymagnesium) diselenide reagent as reported by Gunther using benzyl chloride (6.3 g, 0.05 mole) and a methanolic solution of bis(methoxymagnesium) diselenide reagent (from 0.05 gatom of selenium). After 10 min stirring, water (100 mL) and concentrated hydrochloric acid (5 mL) were added, the solution was cooled, and the black solid was collected by filtration. This black solid was then extracted with ethanol to yield a bright yellow solution which, upon solvent removal, gave a yellow crystalline product. The 1H NMR of the yellow solid (in CDCl3) was identical to that of commercially available dibenzyl diselenide.

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