698253

Tris(3,5-dimethylphenyl)phosphine

96%

• Synonym(s): Tri-3,5-xylylphosphine
• Linear Formula: [(CH₃)₂C₆H₃]₃P
• CAS Number: 69227-47-0
• Molecular Weight: 346.44
• MDL number: MFCD03094579
• UNSPSC Code: 12352002
• PubChem Substance ID: 329761997
• NACRES: NA.22

Properties

• 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
• mp: 160-165 °C
• functional group: phosphine
• 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

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Hazard Classifications: Acute Tox. 4 Oral
• 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