Skip to Content
Merck
All Photos(1)

Documents

00676

Sigma-Aldrich

Trioctylphosphine oxide

for extraction analysis, ≥98.5%

Synonym(s):

(Oct)3PO, TOPO®

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
[CH3(CH2)7]3PO
CAS Number:
78-50-2
Molecular Weight:
386.63
Beilstein:
1796648
EC Number:
201-121-3
MDL number:
MFCD00002083
UNSPSC Code:
12352001
PubChem Substance ID:
329747118
NACRES:
NA.22

grade

for extraction analysis

Quality Level

200

Assay

≥98.5% (GC)
≥98.5%

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

impurities

≤0.2% free acid (as H3PO4)
≤0.5% water

bp

201-202 °C/2 mmHg (lit.)

mp

50-52 °C (lit.)
52-55 °C

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤10 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤10 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

functional group

phosphine oxide

SMILES string

CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC

InChI

1S/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3

InChI key

ZMBHCYHQLYEYDV-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Catalyst in:
  • Preparation of tetradentate planar-chiral hydroxy-substituted ferrocenecarboxaldimine Schiff base ligands
  • Reactions of allyl esters with hydrosilanes
  • Asymmetric cyanosilylation of aldehydes
  • Preparation of chlorothiol formates from thiols and phosgene

Legal Information

TOPO is a registered trademark of Life Technologies

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H315,H318,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

446.0 °F - closed cup

Flash Point(C)

230 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL6305
BCCL6304
BCCJ5012
BCCF5419
BCCC1862

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Zeng, Z.; et al.
European Journal of Organic Chemistry, 1615-1615 (2008)
Niemeyer, J.; et al.
European Journal of Inorganic Chemistry, 680-680 (2010)
Belyakova, Z. V.; et al
Russ. J. Gen. Chem., 80, 728-728 (2010)
Wettling, T.; et al.
Ger. Offen., 1993-1993 null
Jiyoun Lee et al.
Environmental toxicology, 25(6), 593-600 (2009-07-04)
With an increasing use of quantum dots (QDs) in many applications, their potential hazard is of growing concern. However, little is known about their ecotoxicity, especially in vivo. In the present study, we employed freshwater macroinvertebrate, Daphnia magna, to evaluate
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service