Tri(o-tolyl)phosphine
Tri(o-tolyl)phosphine (CAS: 6163-58-2), with the linear formula (CH3C6H4)3P and a molecular weight of 304.37, is a key organophosphorus compound. It functions as a vital phosphine ligand in various catalytic applications, including cross-coupling reactions and the direct amination of alcohols. This chemical is essential for facilitating complex organic transformations in research and industrial synthesis.
- IUPAC
- P(o-tol)3,Tris(o-tolyl)phosphine
- Synonyms
- P(o-tol)3Tris(o-tolyl)phosphine
Catalysis in Organic Synthesis
Tri(o-tolyl)phosphine serves as a crucial ligand in transition metal-catalyzed reactions. Its electronic and steric properties make it effective in promoting reactions such as Suzuki-Miyaura, Heck, Negishi, and Stille couplings.
Ligand for Cross-Coupling Reactions
This phosphine ligand is widely employed in palladium-catalyzed cross-coupling reactions, including the Buchwald-Hartwig amination. It facilitates the formation of carbon-carbon and carbon-heteroatom bonds, critical in pharmaceutical and material science.
Direct Amination of Alcohols
It functions as a ligand in ruthenium-catalyzed systems for the direct amination of alcohols, offering an efficient route to amines from readily available alcohol precursors.
| Molecular weight | 304.37 |
|---|---|
| Linear formula | (CH3C6H4)3P |
| Assay | 97% |
| Application | Ligand used in a ruthenium-catalyzed direct amination of alcohols.1 |
| Melting point | 123-125 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Catalyst For | Silylations |
|---|---|
| Ligand For | Buchwald-Hartwig Cross Coupling ReactionHeck ReactionNegishi CouplingStille CouplingSuzuki-Miyaura Coupling |
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 Tri(o-tolyl)phosphine used for?
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Tri(o-tolyl)phosphine is used as a ligand in catalysis, particularly for cross-coupling reactions like Suzuki-Miyaura, Heck, Negishi, and Stille couplings, and for the direct amination of alcohols.
What is the CAS number and formula for Tri(o-tolyl)phosphine?
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The CAS number is 6163-58-2 and the linear formula is (CH3C6H4)3P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Tri(o-tolyl)phosphine with a minimum assay of 97%. We do not represent this product as USP, BP, or EP grade.
How should Tri(o-tolyl)phosphine be handled safely?
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Handle Tri(o-tolyl)phosphine with appropriate personal protective equipment, including a dust mask (N95 type), eyeshields, and gloves. It is classified as a warning substance, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335).
Is Tri(o-tolyl)phosphine a controlled substance?
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Based on the provided data, Tri(o-tolyl)phosphine is not indicated as a controlled substance.
How is Tri(o-tolyl)phosphine shipped and exported?
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Tech Serve Solutions is a global supplier and exporter of fine chemicals, including Tri(o-tolyl)phosphine, adhering to international shipping and export regulations.
How can I request a sample or quote for Tri(o-tolyl)phosphine?
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Please contact our sales team via the website to request a sample or obtain a quotation for Tri(o-tolyl)phosphine.
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