Dicyclohexyl(2-methylphenyl)phosphine
Dicyclohexyl(2-methylphenyl)phosphine (CAS: 173593-25-4, C19H29P) is a versatile phosphine ligand with a molecular weight of 288.41 g/mol. It serves as a key component in various catalytic systems, particularly in nickel-catalyzed coupling reactions. This compound is also employed as a cocatalyst and ligand in palladium and rhodium-catalyzed processes, enabling efficient chemical synthesis and cross-coupling transformations, especially for challenging substrates.
- IUPAC
- (o-Tolyl)dicyclohexylphosphine
- Synonyms
- (o-Tolyl)dicyclohexylphosphine
Nickel-Catalyzed Coupling Reactions
Functions as a cocatalyst in nickel-catalyzed coupling reactions involving alkenes, aldehydes, and silyl triflates, facilitating the formation of new carbon-carbon bonds.
Cross-Coupling of Aryl Chlorides
Acts as a catalyst for the coupling of nonactivated and deactivated aryl chlorides with arylboronic acids, expanding the scope of cross-coupling methodologies.
Preparation of Organophosphorus Compounds
Mediates the preparation of (alkyl)(aryl)phosphines and triarylphosphines, which are crucial as mediators in rhodium-catalyzed hydroformylation reactions of propene and hexene.
Heck Vinylation Ligand
Serves as a ligand in palladium-catalyzed Heck vinylation of aryl halides with butyl acrylate, involving the cleavage of P-C bonds.
| Molecular weight | 288.41 |
|---|---|
| Empirical formula | C19H29P |
| Assay | 95% |
| Application | Cocatalyst for:• Nickel-catalyzed coupling reactions of alkenes, aldehydes, and silyl triflates1Catalyst for:• Coupling of nonactivated and deactivated aryl chlorides with arylboronic acid2• Preparation of (alkyl)(aryl)phosphines and triarylphosphines, as mediators of rhodium-catalyzed propene and hexene hydroformylation reactions3• Ligand for PC bond cleavage during Heck vinylation of aryl halides with Bu acrylate in presence of palladium catalyst compounds4 |
| Melting point | 90-93 °C |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
- H413May cause long-lasting harmful effects to aquatic life
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.
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 Dicyclohexyl(2-methylphenyl)phosphine used for?
+
Dicyclohexyl(2-methylphenyl)phosphine is used as a cocatalyst and ligand in various catalytic reactions, including nickel-catalyzed coupling of alkenes and aldehydes, cross-coupling of aryl chlorides, preparation of organophosphorus compounds, and Heck vinylation reactions.
What are the CAS number and formula for Dicyclohexyl(2-methylphenyl)phosphine?
+
The CAS number is 173593-25-4 and the empirical formula is C19H29P.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies Dicyclohexyl(2-methylphenyl)phosphine with an assay of 95%. This product is supplied for research and laboratory use, and is not represented as USP, BP, EP, or other pharmacopoeia grades.
What are the safety considerations for handling this compound?
+
This compound is a Warning irritant (H315, H319, H335) and may cause long lasting harmful effects to aquatic life (H413). It is recommended to use a dust mask type N95 (US), eyeshields, and gloves. Ensure good ventilation and avoid inhalation of dust.
How is this chemical shipped and exported?
+
Tech Serve Solutions, a specialist global supplier and exporter, packages and exports Dicyclohexyl(2-methylphenyl)phosphine according to international shipping regulations for chemical products.
How can I request a sample or quote?
+
To request a sample or obtain a quote for Dicyclohexyl(2-methylphenyl)phosphine, please contact our sales team through the website or via the provided contact details.
▶ Related products
Benzeneruthenium(II) chloride dimer
Ru2(C6H6)2Cl4
Catalysis & Inorganic
Benzoylferrocene
C17H14FeO
Catalysis & Inorganic
Benzyldiphenylphosphine
C6H5CH2P(C6H5)2
Catalysis & Inorganic
Beryllium
Be
Catalysis & Inorganic
Beryllium oxide
BeO
Catalysis & Inorganic![Bicyclo[2.2.1]hepta-2,5-diene-rhodium(I) chloride dimer — chemical structure, CAS 12257-42-0; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F12257-42-0.png&w=3840&q=75)
Bicyclo[2.2.1]hepta-2,5-diene-rhodium(I) chloride dimer
Catalysis & Inorganic
![Bis[(10,11-η)-5-[(11bS)-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl- κP4]-5H-dibenz[b,f]azepine]rhodium(I) tetrafluorobo — chemical structure, CAS 1228149-03-8; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1228149-03-8.png&w=3840&q=75)
Bis[(10,11-η)-5-[(11bS)-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl- κP4]-5H-dibenz[b,f]azepine]rhodium(I) tetrafluorobo
1-d:1′
Catalysis & Inorganic![Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride (C16H20ClN3Ni) — chemical structure, CAS 1033772-47-2; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1033772-47-2.png&w=3840&q=75)
Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride
C16H20ClN3Ni
Catalysis & Inorganic▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis