trioctylphosphine
{{Chembox
| ImageFile = Trioctylphosphine.svg
| ImageSize =
| ImageAlt =
| PIN = Tri(octyl)phosphane
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo = 4731-53-7
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII = VE0Y037UCN
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem = 20851
| ChemSpiderID = 19625
| Beilstein = 1776995
| SMILES = CCCCCCCCP(CCCCCCCC)CCCCCCCC
| 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
}}
|Section2={{Chembox Properties
| C=24 | H=51 | P=1
| MolarMass = 370.635498
| Appearance =
| Density = 0.831 g/mL
| MeltingPt =
| BoilingPtC = 284 to 291
| BoilingPt_notes = at 50 mmHg
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}
}}
Trioctylphosphine is an organophosphorus compound with the formula P(C8H17)3 sometimes abbreviated TOP.{{cite web|url=http://www.chemspider.com/Chemical-Structure.19625.html |title=Triocylphosphine |publisher=Chemspider.com }} It is usually encountered as a syrup. The compound is colorless.
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.{{cite journal |doi=10.1021/cm3035642|title=Conversion Reactions of Cadmium Chalcogenide Nanocrystal Precursors |year=2013 |last1=García-Rodríguez |first1=Raúl |last2=Hendricks |first2=Mark P. |last3=Cossairt |first3=Brandi M. |last4=Liu |first4=Haitao |last5=Owen |first5=Jonathan S. |journal=Chemistry of Materials |volume=25 |issue=8 |pages=1233–1249 }} {{cite book |doi=10.1002/9781118744994.ch37 |title=Mid-Infrared Emitting Lead Selenide Nanocrystal Quantum Dots |volume =36 |year=2014 |last1=Pietryga |first1=Jeffrey M. |last2=Hollingsworth |first2=Jennifer A. |series=Inorganic Syntheses |pages=198–202|isbn=978-1-118-74487-1 }}