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Tri(o-tolyl)phosphine

Name: Tri(<I>o</I>-tolyl)phosphine
Brand: ALDRICH

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Synonym(s):

P(o-tol)₃, Tris(o-tolyl)phosphine

Linear Formula:

(CH₃C₆H₄)₃P

CAS Number:

6163-58-2

Molecular Weight:

304.37

Beilstein:

661212

EC Number:

228-193-9

MDL number:

MFCD00008514

PubChem Substance ID:

24857295

NACRES:

NA.22

Quality Level

200

Assay

97%

reaction suitability

reaction type: Cross Couplings
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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Related Categories

Phosphine Ligands

General description

Tri(o-tolyl)phosphine is a ligand used in the heck reaction and suzuki coupling of propargylic carbonates.

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

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Coordination chemistry and mechanisms of metal-catalyzed CC-coupling reactions. Part 7. Heck vinylation of aryl halides with n-butyl acrylate: relevance of PC bond cleavage to catalyst deactivation

Wolfgang H A et al.

Journal of Molecular Catalysis. B, Enzymatic, 103, 133-146 (1995)

Tri (o-tolyl) phosphine for highly efficient Suzuki coupling of propargylic carbonates with boronic acids

Junzhe X et al.

Chemical Communications (Cambridge, England), 54, 10451-10454 (2018)

Facilely Synthesized spiro[fluorene-9,9'-phenanthren-10'-one] in Donor-Acceptor-Donor Hole-Transporting Materials for Perovskite Solar Cells.

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)

Bioinspired Polymer Nanocomposites Exhibit Giant Energy Density and High Efficiency at High Temperature.

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

Polar Side Chain Effects on the Thermoelectric Properties of Benzo[1,2-b:4,5-b']Dithiophene-Based Conjugated Polymers.

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

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