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Merck
CN

287822

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
UNSPSC Code:
12352128
NACRES:
NA.22
PubChem Substance ID:
24857295
EC Number:
228-193-9
Beilstein/REAXYS Number:
661212
MDL number:
MFCD00008514

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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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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

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000509186
0000509186
0000465411
0000465410
0000465411

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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.
Majken Borup Thomsen et al.
Molecular imaging and biology, 22(5), 1290-1300 (2020-06-10)
Loss of neuronal synapse function is associated with a number of brain disorders. The [11C]UCB-J positron emission tomography (PET) tracer allows for in vivo examination of synaptic density, as it binds to synaptic vesicle glycoprotein 2A (SV2A) expressed in presynaptic
Tetrahedron Letters, 47, 8881-8881 (2006)
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
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)
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Global Trade Item Number

SKUGTIN
287822-1G04061826273241
287822-10G04061826273234

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