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698253

Tris(3,5-dimethylphenyl)phosphine

Name: Tris(3,5-dimethylphenyl)phosphine
Brand: ALDRICH

Greener Alternative

96%, powder

Synonym(s):

Tri-3,5-xylylphosphine

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About This Item

Linear Formula:

[(CH₃)₂C₆H₃]₃P

CAS Number:

69227-47-0

Molecular Weight:

346.44

UNSPSC Code:

12352002

PubChem Substance ID:

329761997

NACRES:

NA.22

MDL number:

MFCD03094579

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Properties

Product Name

Tris(3,5-dimethylphenyl)phosphine, 96%

Quality Segment

100

assay

96%

form

powder

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

mp

160-165 °C

functional group

phosphine

greener alternative category

Aligned

SMILES string

Cc1cc(C)cc(c1)P(c2cc(C)cc(C)c2)c3cc(C)cc(C)c3

InChI

1S/C24H27P/c1-16-7-17(2)11-22(10-16)25(23-12-18(3)8-19(4)13-23)24-14-20(5)9-21(6)15-24/h7-15H,1-6H3

InChI key

XRALRSQLQXKXKP-UHFFFAOYSA-N

Description

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This bulky phosphine ligand is used in palladium and copper catalysis for cross-coupling reactions, enabling efficient and selective transformations, offering a greener, potentially more sustainable option for sustainable chemical manufacturing. Click here for more information.

Application

Catalyst for:

Cu / diphosphine-catalyzed asymmetric hydrogenation of heteroaromatic ketones and enones
Highly selective rhodium-catalyzed hydrogenation reactions
Classical versus kinetic resolution in preparation of privileged silicon-stereogenic silanaphthalenes

Used for kinetic resolution of donor-functionalized secondary alcohols via Cu-H-catalyzed stereoselective silylation by dehydrogenative Si-O coupling with Si-stereogenic silanes

Used for comparative studies of conformational rigidity of silicon-stereogenic silanes in asymmetric catalysis

pictograms

GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c