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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:
Molecular Weight:
304.37
Beilstein:
661212
EC Number:
MDL number:
UNSPSC Code:
12352128
PubChem Substance ID:
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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)

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