Tris(4-chlorophenyl)phosphine
Tris(4-chlorophenyl)phosphine (CAS: 1159-54-2) is a phosphine ligand with the linear formula (ClC<sub>6</sub>H<sub>4</sub>)<sub>3</sub>P and a molecular weight of 365.62 g/mol. Available at 95% assay, this compound serves as a valuable catalyst and cocatalyst in various organic syntheses, including Heck reactions and C-H bond functionalization. It is widely employed in academic research and industrial chemical synthesis.
- IUPAC
- NSC 136459,Tris(p-chlorophenyl)phosphine
- Synonyms
- Tris(p-chlorophenyl)phosphine
Catalyst for Chroman and Diene Synthesis
Tris(4-chlorophenyl)phosphine acts as a catalyst in the preparation of chromans and (E,E)-1,3-dienes through the reaction of γ-substituted allenoates with aldehydes.
Catalyst for Solvent-Free Heck Reactions
This phosphine ligand is effective as a catalyst for conducting Heck reactions under solvent-free conditions, promoting greener synthetic methodologies.
Cocatalyst in Carbomagnesiation
It serves as a cocatalyst in the regioselective carbomagnesiation of terminal alkynes and enynes using alkyl Grignard reagents.
Cocatalyst in C-H Bond Functionalization
Tris(4-chlorophenyl)phosphine is utilised as a cocatalyst in rhodium-catalyzed reactions for regioselective alkenylation of aromatic C-H bonds with terminal silylacetylenes.
Cocatalyst in Hydrogenation and Allylation Reactions
The compound functions as a cocatalyst in rhodium-catalyzed hydrogenation reactions and platinum-catalyzed allylation reactions.
| Molecular weight | 365.62 |
|---|---|
| Linear formula | (ClC6H4)3P |
| Assay | 95% |
| Application | Catalyst for:• Preparation of chromans and (E,E)-1,3-dienes via reaction of γ-substituted allenoates with aldehydes1• Solvent-free Heck reactions2Cocatalyst in:• Regioselective carbomagnesiation of terminal alkynes and enynes with alkyl Grignard reagents3• Rhodium-catalyzed coordination-assisted regioselective alkenylation of aromatic C-H bonds with terminal silylacetylenes4• Rhodium-catalyzed hydrogenation reactions5• Platinum-catalyzed allylation reactions6 |
| Melting point | 100-103 °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) | 26-37/39 |
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(4-chlorophenyl)phosphine used for?
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Tris(4-chlorophenyl)phosphine is used as a catalyst and cocatalyst in various organic transformations, including the preparation of chromans and dienes, solvent-free Heck reactions, carbomagnesiation, and C-H bond functionalisation.
What is the CAS number and formula for Tris(4-chlorophenyl)phosphine?
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The CAS number is 1159-54-2 and the linear formula is (ClC<sub>6</sub>H<sub>4</sub>)<sub>3</sub>P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Tris(4-chlorophenyl)phosphine with an assay of 95%. We do not represent this product as USP, BP, or EP grade.
How should Tris(4-chlorophenyl)phosphine be handled?
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Handling Tris(4-chlorophenyl)phosphine requires appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves. Ensure adequate ventilation and avoid breathing dust. The compound is classified as an irritant to the skin, eyes, and respiratory tract (H315-H319-H335).
Is Tris(4-chlorophenyl)phosphine a controlled substance?
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The provided data does not indicate that Tris(4-chlorophenyl)phosphine is a controlled substance.
How is Tris(4-chlorophenyl)phosphine packed, shipped, and exported?
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Tech Serve Solutions packs, ships, and exports chemicals in compliance with international regulations to ensure safe and timely delivery worldwide. Specific packaging details are available upon request.
How can I request a sample or quote for Tris(4-chlorophenyl)phosphine?
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To request a sample or a quote for Tris(4-chlorophenyl)phosphine, please contact our sales department via the website or by telephone.
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