All Photos(2)

287822

Sigma-Aldrich

Tri(o-tolyl)phosphine

97%

Synonym(s):
Tris(o-tolyl)phosphine, P(o-tol)3
Linear Formula:
(CH3C6H4)3P
CAS Number:
Molecular Weight:
304.37
Beilstein:
661212
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

reaction suitability

reaction type: Cross Couplings
reagent type: catalyst
reaction type: Silylations

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

reagent type: ligand
reaction type: Heck Reaction

reagent type: ligand
reaction type: Negishi Coupling

reagent type: ligand
reaction type: Stille Coupling

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

123-125 °C (lit.)

functional group

phosphine

SMILES string

Cc1ccccc1P(c2ccccc2C)c3ccccc3C

InChI

1S/C21H21P/c1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3/h4-15H,1-3H3

InChI key

COIOYMYWGDAQPM-UHFFFAOYSA-N

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Packaging

1, 10 g in glass bottle

Application

Ligand used in a ruthenium-catalyzed direct amination of alcohols.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Tetrahedron Letters, 47, 8881-8881 (2006)
Chengjun Pan et al.
Macromolecular rapid communications, 40(12), e1900082-e1900082 (2019-04-04)
The molecular structure of polymers has a great influence on their thermoelectric properties; however, the relationship between the molecular structure of a polymer and its thermoelectric properties remains unclear. In this work, two benzo[1,2-b:4,5-b']dithiophene (BDT)-based conjugated polymers are designed and...
Valerio Cinà et al.
ChemPlusChem, 85(3), 391-398 (2020-03-03)
Hybrid nanostructures with switchable and reversible "blue-red-green" emission were efficiently synthesized. These nanostructures comprise polyhedral oligomeric silsesquioxanes (POSS) that behave as a nanocage that can be functionalized with terpyridine-based organic ligands, which can be easily complexed with europium (III) ions....
Yih-Chun Chen et al.
ChemSusChem, 11(18), 3225-3233 (2018-07-08)
We have demonstrated two novel donor-acceptor-donor (D-A-D) hole-transport material (HTM) with spiro[fluorene-9,9'-phenanthren-10'-one] as the core structure, which can be synthesized through a low-cost process in high yield. Compared to the incorporation of the conventional HTM of commonly used 2,2',7,7'-tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene (Spiro-OMeTAD)...
Wenhan Xu et al.
Small (Weinheim an der Bergstrasse, Germany), 15(28), e1901582-e1901582 (2019-05-16)
Polymer dielectrics are ubiquitous in advanced electric energy storage systems. However, the relatively low operating temperature significantly menaces their widespread application at high temperatures, such as for hybrid vehicles and aerospace power electronics. Spider silk, a natural nanocomposite comprised of...

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