Tris(3,5-dimethylphenyl)phosphine
Tris(3,5-dimethylphenyl)phosphine (CAS 69227-47-0) is a white crystalline solid with a molecular weight of 346.44 g/mol. This phosphine compound serves as a valuable ligand in catalysis, particularly in asymmetric hydrogenation reactions and silylation processes. Its steric bulk and electronic properties make it suitable for specific catalytic transformations, contributing to the synthesis of complex molecules in academic research and industrial applications.
- IUPAC
- Tri-3,5-xylylphosphine
- Synonyms
- Tri-3,5-xylylphosphine
![Tris(3,5-dimethylphenyl)phosphine ([(CH3)2C6H3]3P) — chemical structure, CAS 69227-47-0; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F69227-47-0.png&w=3840&q=75)
Catalysis in Asymmetric Hydrogenation
Tris(3,5-dimethylphenyl)phosphine acts as a ligand in copper- and rhodium-catalyzed asymmetric hydrogenation reactions of heteroaromatic ketones and enones. This application is crucial for producing enantiomerically enriched compounds.
Kinetic Resolution in Silane Synthesis
It is employed in the kinetic resolution for the preparation of privileged silicon-stereogenic silanaphthalenes. This process is also utilized in the stereoselective silylation of donor-functionalized secondary alcohols via Cu-H-catalyzed dehydrogenative Si-O coupling.
Ligand for Comparative Studies
This phosphine is used in comparative studies to evaluate the conformational rigidity of silicon-stereogenic silanes within asymmetric catalysis, aiding in the understanding of catalytic mechanisms.
| Molecular weight | 346.44 |
|---|---|
| Linear formula | [(CH3)2C6H3]3P |
| Assay | 96% |
| Application | Catalyst for:• Cu / diphosphine-catalyzed asymmetric hydrogenation of heteroaromatic ketones and enones1• Highly selective rhodium-catalyzed hydrogenation reactions2• Classical versus kinetic resolution in preparation of privileged silicon-stereogenic silanaphthalenes3Used for kinetic resolution of donor-functionalized secondary alcohols via Cu-H-catalyzed stereoselective silylation by dehydrogenative Si-O coupling with Si-stereogenic silanes4Used for comparative studies of conformational rigidity of silicon-stereogenic silanes in asymmetric catalysis5 |
| Melting point | 160-165 °C |
Hazard statements
- H302Harmful if swallowed
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Tris(3,5-dimethylphenyl)phosphine used for?
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Tris(3,5-dimethylphenyl)phosphine is primarily used as a catalyst ligand in asymmetric hydrogenation reactions and for kinetic resolution processes in the synthesis of silicon-containing compounds.
What is the CAS number and formula for Tris(3,5-dimethylphenyl)phosphine?
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The CAS number is 69227-47-0 and the linear formula is [(CH3)2C6H3]3P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Tris(3,5-dimethylphenyl)phosphine with an assay of 96%. This is a technical/research grade, and TSS does not represent it as USP, BP, or EP grade.
How should Tris(3,5-dimethylphenyl)phosphine be handled safely?
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Tris(3,5-dimethylphenyl)phosphine is classified as harmful if swallowed (H302). Appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves, should be worn. Handle in a well-ventilated area.
Is Tris(3,5-dimethylphenyl)phosphine available for export?
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Yes, Tech Serve Solutions, a global supplier and exporter since 1998, can export Tris(3,5-dimethylphenyl)phosphine worldwide.
How can I request a quote or sample for Tris(3,5-dimethylphenyl)phosphine?
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To request a quote or sample, please contact our sales department through the website or by phone, referencing product code 69227-47-0.
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