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Trioctylphosphine selenide

Chemical compound From Wikipedia, the free encyclopedia

Trioctylphosphine selenide (TOPSe) is an organophosphorus compound with the formula SeP(C8H17)3. It is used as a source of selenium in the preparation of cadmium selenide.[1] TOPSe is a white, air-stable solid that is soluble in organic solvents. The molecule features a tetrahedral phosphorus center.

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Trioctylphosphine selenide
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 833-942-3
  • InChI=1S/C24H51PSe/c1-4-7-10-13-16-19-22-25(26,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
    Key: ZAKSIRCIOXDVPT-UHFFFAOYSA-N
  • CCCCCCCCP(=[Se])(CCCCCCCC)CCCCCCCC
Properties
C24H51PSe
Molar mass 449.617 g·mol−1
Appearance white solid
Related compounds
Related compounds
 Triphenylphosphine selenide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation and use

TOPSe is usually prepared by oxidation of trioctylphosphine with elemental selenium:

P(C8H17)3 + Se → SeP(C8H17)3

Often the reaction is conducted without the isolation of TOPSe.[2]

As a solution with trioctylphosphine oxide, TOPSe reacts with dimethylcadmium to give cadmium selenide. The mechanism is proposed to proceed in two steps, beginning with the formation of cadmium metal followed by its oxidation with the TOPSe.[3] Similarly it has been used to produce lead selenide.[2]

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