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Sigma-Aldrich

Tri(o-tolyl)phosphine

97%

Synonym(s):

P(o-tol)3, Tris(o-tolyl)phosphine

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About This Item

Linear Formula:
(CH3C6H4)3P
CAS Number:
6163-58-2
Molecular Weight:
304.37
Beilstein:
661212
EC Number:
228-193-9
MDL number:
MFCD00008514
UNSPSC Code:
12352128
PubChem Substance ID:
24857295
NACRES:
NA.22

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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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

Certificates of Analysis (COA)

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Wenhan Xu et al.
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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)
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.
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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Molecular imaging and biology, 22(5), 1290-1300 (2020-06-10)
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