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Sigma-Aldrich

Trioctylphosphine

97%

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Synonym(s):
TOP, P(Oct)3
Linear Formula:
[CH3(CH2)7]3P
CAS Number:
4731-53-7
Molecular Weight:
370.64
Beilstein:
1776995
EC Number:
225-234-2
MDL number:
MFCD00015298
PubChem Substance ID:
329763556
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

refractive index

n20/D 1.468 (lit.)

bp

284-291 °C/50 mmHg (lit.)

density

0.831 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

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

InChI key

RMZAYIKUYWXQPB-UHFFFAOYSA-N

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General description

Trioctylphosphine serves as a phosphorus source and used in the synthesis of metal nanoparticles.

Application

Trioctylphosphine can be used for the conversion of metal nanocrystals, bulk powders, foils, wires, thin films to metal phosphides. It can also act as a solvent and stabilizer for synthesizing cadmium sulfide nanorods from cadmium acetate and sulfur.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

296.6 °F - closed cup

Flash Point(C)

147 °C - closed cup

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Jaehoon Lim et al.
Nature materials, 17(1), 42-49 (2017-11-29)
Chemically synthesized semiconductor quantum dots (QDs) can potentially enable solution-processable laser diodes with a wide range of operational wavelengths, yet demonstrations of lasing from the QDs are still at the laboratory stage. An important challenge-realization of lasing with electrical injection-remains
Trioctylphosphine: a general phosphorus source for the low-temperature conversion of metals into metal phosphides.
Henkes AE & Schaak RE.
Chemistry of Materials, 19(17), 4234-4242 (2007)
Palladium (ii)-complexes of bi-and tri-dentate phosphine ligands: precursor for palladium--phosphorous nanoparticles and activity towards Suzuki--Miyaura coupling
Rao GK, et al.
New. J. Chem., 47, 4218-4227 (2023)
Trioctylphosphine as both solvent and stabilizer to synthesize CdS nanorods.
Chen S, et al.
Nanoscale Research Letters, 4(10), 1159-1159 (2009)
Kimberly H Hartstein et al.
ACS nano, 11(10), 10430-10438 (2017-09-16)
We examine the effects of CdS shell growth on photochemical reduction of colloidal CdSe quantum dots (QDs) and describe the spectroscopic properties of the resulting n-type CdSe/CdS QDs. CdS shell growth greatly slows electron trapping. Because of this improvement, complete
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