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287822

Tri(o-tolyl)phosphine

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

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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Properties

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

Description

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.

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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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Accelerate catalyst and ligand screening with Catalexis integrated with BayBE™ for fast, cost-effective reaction optimization across benchtop and HTE workflows.

利用Catalexis进行数字反应优化

通过将 Catalexis 与 BayBE™ 集成，加速催化剂和配体的筛选，从而在台式和 HTE 工作流程中实现快速、经济高效的反应优化。

Phosphine Ligand Application Guide

Tuneable Emission of Polyhedral Oligomeric Silsesquioxane Based Nanostructures that Self-Assemble in the Presence of Europium(III) Ions: Reversible trans-to-cis Isomerization.

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.

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

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)

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Global Trade Item Number

SKU	GTIN
287822-10G	04061826273234
287822-1G	04061826273241