Trioctylphosphine selenide

Trioctylphosphine selenide
Identifiers
CAS Number	20612-73-1;
3D model (JSmol)	Interactive image;
ChemSpider	10628283;
EC Number	833-942-3;
PubChem CID	12163534;
	InChI 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;
	SMILES CCCCCCCCP(=[Se])(CCCCCCCC)CCCCCCCC;
Properties
Chemical formula	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). Infobox references

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.

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 isolation of the 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]

References

^ "Trioctylphosphine Selenide (TOPSe 15-6657) and Tributylphosphine Sulfide (TBPS 15-6658) for Quantum Dot Preparation". {{cite journal}}: Cite journal requires |journal= (help)
^ ^a ^b Pietryga, Jeffrey M.; Hollingsworth, Jennifer A. (2014). Mid-Infrared Emitting Lead Selenide Nanocrystal Quantum Dots. Inorganic Syntheses. Vol. 36. pp. 198–202. doi:10.1002/9781118744994.ch37. ISBN 978-1-118-74487-1.
^ 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.

[1] "Trioctylphosphine Selenide (TOPSe 15-6657) and Tributylphosphine Sulfide (TBPS 15-6658) for Quantum Dot Preparation". {{cite journal}}: Cite journal requires |journal= (help)

[IS-2] Pietryga, Jeffrey M.; Hollingsworth, Jennifer A. (2014). Mid-Infrared Emitting Lead Selenide Nanocrystal Quantum Dots. Inorganic Syntheses. Vol. 36. pp. 198–202. doi:10.1002/9781118744994.ch37. ISBN 978-1-118-74487-1.

[3] 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.

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