Trioctylphosphine

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Trioctylphosphine
Trioctylphosphine.svg
Names
Preferred IUPAC name
Tri(octyl)phosphane
Identifiers
3D model (JSmol)
1776995
ChemSpider
ECHA InfoCard 100.022.940 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C24H51P/c1-4-7-10-13-16-19-22-25(23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
  • CCCCCCCCP(CCCCCCCC)CCCCCCCC
Properties
C24H51P
Molar mass 370.635498
Density 0.831 g/mL
Boiling point 284 to 291 °C (543 to 556 °F; 557 to 564 K) at 50 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Trioctylphosphine is an organophosphorus compound with the formula P(C8H17)3 sometimes abbreviated TOP. [1] It is usually encountered as a syrup. The compound is colorless.

Contents

Reactions

Trioctylphosphine reacts with oxygen to form trioctylphosphine oxide. For this reason it is usually handled with air-free techniques.

TOP reacts with elemental selenium to give trioctylphosphine selenide (TOPSe), which is a reagent for the preparation of cadmium selenide and related semiconductors. [2] [3]

See also

Related Research Articles

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Cadmium telluride Semiconductor chemical compound used in solar cells

Cadmium telluride (CdTe) is a stable crystalline compound formed from cadmium and tellurium. It is mainly used as the semiconducting material in cadmium telluride photovoltaics and an infrared optical window. It is usually sandwiched with cadmium sulfide to form a p–n junction solar PV cell.

Cadmium selenide Chemical compound

Cadmium selenide is an inorganic compound with the formula CdSe. It is a black to red-black solid that is classified as a II-VI semiconductor of the n-type. Much of the current research on this compound is focused on its nanoparticles.

Chalcogenide

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Mercury selenide Chemical compound

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Trioctylphosphine oxide Chemical compound

Trioctylphosphine oxide (TOPO) is an organophosphorus compound with the formula OP(C8H17)3. Frequently referred to as TOPO, this compound is used as an extraction or stabilizing agent. It is an air-stable white solid at room temperature.

Selenoxide elimination is a method for the chemical synthesis of alkenes from selenoxides. It is most commonly used to synthesize α,β-unsaturated carbonyl compounds from the corresponding saturated analogues. It is mechanistically related to the Cope reaction.

Gallium(II) selenide Chemical compound

Gallium(II) selenide (GaSe) is a chemical compound. It has a hexagonal layer structure, similar to that of GaS. It is a photoconductor, a second harmonic generation crystal in nonlinear optics, and has been used as a far-infrared conversion material at 14–31 THz and above.

Cadmium acetate Chemical compound

Cadmium acetate is the chemical compound with the formula Cd(O2CCH3)2(H2O)2. The compound is marketed both as the anhydrous form and as a dihydrate, both of which are white or colorless. Only the dihydrate has been verified by X-ray crystallography.

Copper selenide is an inorganic binary compound consisting of copper and selenium. Its formula is sometimes described as CuSe or Cu2Se.

Lithium telluride (Li2Te) is an inorganic compound of lithium and tellurium. Along with LiTe3, it is one of the two intermediate solid phases in the lithium-tellurium system. It can be prepared by directly reacting lithium and tellurium in a beryllium oxide crucible at 950°C.

Trioctylphosphine selenide Chemical compound

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

References

  1. "Triocylphosphine". Chemspider.com.
  2. García-Rodríguez, Raúl; Hendricks, Mark P.; Cossairt, Brandi M.; Liu, Haitao; Owen, Jonathan S. (2013). "Conversion Reactions of Cadmium Chalcogenide Nanocrystal Precursors". Chemistry of Materials. 25 (8): 1233–1249. doi:10.1021/cm3035642.
  3. Pietryga, Jeffrey M.; Hollingsworth, Jennifer A. (2014). "Mid-Infrared Emitting Lead Selenide Nanocrystal Quantum Dots". Inorganic Syntheses. 36: 198–202. doi:10.1002/9781118744994.ch37.