Names | |
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Preferred IUPAC name Tri(octyl)phosphane | |
Identifiers | |
3D model (JSmol) | |
1776995 | |
ChemSpider | |
ECHA InfoCard | 100.022.940 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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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.
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]
Cadmium is a chemical element with the symbol Cd and atomic number 48. This soft, silvery-white metal is chemically similar to the two other stable metals in group 12, zinc and mercury. Like zinc, it demonstrates oxidation state +2 in most of its compounds, and like mercury, it has a lower melting point than the transition metals in groups 3 through 11. Cadmium and its congeners in group 12 are often not considered transition metals, in that they do not have partly filled d or f electron shells in the elemental or common oxidation states. The average concentration of cadmium in Earth's crust is between 0.1 and 0.5 parts per million (ppm). It was discovered in 1817 simultaneously by Stromeyer and Hermann, both in Germany, as an impurity in zinc carbonate.
Cadmium sulfide is the inorganic compound with the formula CdS. Cadmium sulfide is a yellow solid. It occurs in nature with two different crystal structures as the rare minerals greenockite and hawleyite, but is more prevalent as an impurity substituent in the similarly structured zinc ores sphalerite and wurtzite, which are the major economic sources of cadmium. As a compound that is easy to isolate and purify, it is the principal source of cadmium for all commercial applications. Its vivid yellow color led to its adoption as a pigment for the yellow paint "cadmium yellow" in the 18th century.
A selenide is a chemical compound containing a selenium anion with oxidation number of −2 (Se2−), much as sulfur does in a sulfide. The chemistry of the selenides and sulfides is similar. Similar to sulfide, in aqueous solution, the selenide ion, Se2−, is prevalent only in very basic conditions. In neutral conditions, hydrogen selenide ion, HSe−, is most common. In acid conditions, hydrogen selenide, H2Se, is formed.
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 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.
A chalcogenide is a chemical compound consisting of at least one chalcogen anion and at least one more electropositive element. Although all group 16 elements of the periodic table are defined as chalcogens, the term chalcogenide is more commonly reserved for sulfides, selenides, tellurides, and polonides, rather than oxides. Many metal ores exist as chalcogenides. Photoconductive chalcogenide glasses are used in xerography. Some pigments and catalysts are also based on chalcogenides. The metal dichalcogenide MoS2 is a common solid lubricant.
Organoselenium compounds are chemical compounds containing carbon-to-selenium chemical bonds. Organoselenium chemistry is the corresponding science exploring their properties and reactivity. Selenium belongs with oxygen and sulfur to the group 16 elements or chalcogens, and similarities in chemistry are to be expected. Organoselenium compounds are found at trace levels in ambient waters, soils and sediments.
Lead selenide (PbSe), or lead(II) selenide, a selenide of lead, is a semiconductor material. It forms cubic crystals of the NaCl structure; it has a direct bandgap of 0.27 eV at room temperature. A grey solid, it is used for manufacture of infrared detectors for thermal imaging. The mineral clausthalite is a naturally occurring lead selenide.
Mercury selenide is a chemical compound of mercury and selenium. It is a grey-black crystalline solid semi-metal with a sphalerite structure. The lattice constant is 0.608 nm.
Silver selenide (Ag2Se) is the reaction product formed when selenium toning analog silver gelatine photo papers in photographic print toning. The selenium toner contains sodium selenite (Na2SeO3) as one of its active ingredients, which is the source of the selenide (Se2−) anion combining with the silver in the toning process.
Cadmium iodide is the inorganic compound with the formula CdI2. It is a white hygroscopic solid. It also can be obtained as a mono- and tetrahydrate. It has few applications. It is notable for its crystal structure, which is typical for compounds of the form MX2 with strong polarization effects.
Zinc phosphide (Zn3P2) is an inorganic chemical compound. It is a grey solid, although commercial samples are often dark or even black. It is used as a rodenticide. Zn3P2 is a II-V semiconductor with a direct band gap of 1.5 eV and may have applications in photovoltaic cells. A second compound exists in the zinc-phosphorus system, zinc diphosphide (ZnP2).
An organocadmium compound is an organometallic compound containing a carbon to cadmium chemical bond. Organocadmium chemistry describes physical properties, synthesis, reactions and use of these compounds. Cadmium shares group 12 with zinc and mercury and their corresponding chemistries have much in common. The synthetic utility of organocadmium compounds is limited.
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 (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 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 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.