4731-65-1

Basic information

• Product Name: TRIS(2-METHOXYPHENYL)PHOSPHINE
• Synonyms: Phosphine, tris(2-methoxyphenyl)-;TRI(2-METHOXYPHENYL)PHOSPHINE;TRIS(O-ANISYL)PHOSPHINE;TRIS(2-METHOXYPHENYL)PHOSPHINE;TRIS(O-METHOXYPHENYL)PHOSPHINE;Tri(o-anisyl)phosphine;TRIS-(2-ANISYL)PHOSPHINE;Tris(o-methoxyphenyl)phosphine,min.98%
• CAS NO: 4731-65-1
• Molecular Formula: C₂₁H₂₁O₃P
• Molecular Weight: 352.36
• EINECS: 225-235-8
• Product Categories: organophosphine ligand;Achiral Phosphine;Aryl Phosphine
• Mol File: 4731-65-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 204-208 °C
• Boiling Point: 477.3 °C at 760 mmHg
• Flash Point: 302.5 °C
• Appearance: Colorless to yellow or pale orange/Liquid
• Vapor Pressure: 8.19E-09mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Slightly soluble in water.
• Sensitive: Air Sensitive
• BRN: 2776186
• CAS DataBase Reference: TRIS(2-METHOXYPHENYL)PHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(2-METHOXYPHENYL)PHOSPHINE(4731-65-1)
• EPA Substance Registry System: TRIS(2-METHOXYPHENYL)PHOSPHINE(4731-65-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 4731-65-1(Hazardous Substances Data)

Usage

Chemical Properties

white powder or crystals

Uses

Different sources of media describe the Uses of 4731-65-1 differently. You can refer to the following data:
1. suzuki reaction
2. Tris(2-methoxyphenyl)phosphine is a phosphine ligand used for catalysis. It is used as a catalyst for allylic substitution of simple alkenes, suzuki coupling reactions, hydrogenation of quinolines and other addition reactions.

InChI:InChI=1/C21H21O3P/c1-22-16-10-4-7-13-19(16)25(20-14-8-5-11-17(20)23-2)21-15-9-6-12-18(21)24-3/h4-15H,1-3H3

Upstream product

• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 100-66-3 methoxybenzene 
• 31600-86-9 2-methoxyphenyllithium 
• 529-28-2 4-iodoanisol 
• 766-51-8 2-Chloroanisole 
• 578-57-4 2-bromoanisole 

Downstream Products

• 10177-79-4 bis(2-methoxyphenyl)phosphine 
• 118854-40-3 sodium di(2-methoxyphenyl)phosphide 
• 103661-67-2 Tris(o-methoxyphenyl) selenide 
• 123317-11-3 Tris(o-methoxyphenyl) sulfide 
• 71359-99-4 (4R,5R)-4,5-Bis-{[bis-(2-methoxy-phenyl)-phosphanyl]-methyl}-2,2-dimethyl-[1,3]dioxolane 
• 376634-54-7 tert-butyl (E)-3-[4-(1-{4-[(E)-3-(tert-butoxy)-3-oxo-1-propenyl]phenyl}-1H-pyrrol-2-yl)phenyl]-2-propenoate 
• 121354-26-5 Pd(π-chloranilato)(P(Ph-o-OCH3)3)2 
• 88568-21-2 (2-C₅NH₄COO)(P(4-CH₃OC₆H₄)3)(CO)rhodium(I) 
• 83571-54-4 ((CO)3Fe(C₆H₇P(C₆H₄OCH₃)3))⁽¹⁺⁾ 
• 86497-23-6 pentacarbonyl[tris(2-methoxyphenyl)phosphine-P]molybdenum 
• 226214-18-2 [Rh2(μ-OAc)3(μ-(C6H4-2-O)P(C6H4-2-OMe)2)(HOAc)] 

Relevant articles and documents

Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts

Chlorobenzenes are important starting materials for the preparation of commercially valuable triarylphosphines and tetraarylphosphonium salts, but their use for the direct arylation of elemental phosphorus has been elusive. Here we describe a simple photochemical route toward such products. UV-LED irradiation (365 nm) of chlorobenzenes, white phosphorus (P4) and the organic superphotoreductant tetrakis(dimethylamino)ethylene (TDAE) affords the desired arylphosphorus compounds in a single reaction step.

Photocatalytic Arylation of P4 and PH3: Reaction Development Through Mechanistic Insight

Detailed 31P{1H} NMR spectroscopic investigations provide deeper insight into the complex, multi-step mechanisms involved in the recently reported photocatalytic arylation of white phosphorus (P4). Specifically, these studies have identified a number of previously unrecognized side products, which arise from an unexpected non-innocent behavior of the commonly employed terminal reductant Et3N. The different rate of formation of these products explains discrepancies in the performance of the two most effective catalysts, [Ir(dtbbpy)(ppy)2][PF6] (dtbbpy=4,4′-di-tert-butyl-2,2′-bipyridine) and 3DPAFIPN. Inspired by the observation of PH3 as a minor intermediate, we have developed the first catalytic procedure for the arylation of this key industrial compound. Similar to P4 arylation, this method affords valuable triarylphosphines or tetraarylphosphonium salts depending on the steric profile of the aryl substituents.

Synthesis, structure, and ethylene polymerization behavior of nickel complexes based on benzoylmethylenetri(2-alkoxylphenyl)phosphorane

Several new nickel complexes are prepared by the treatment of the stabilized ylide benzoylmethylenetri(2-alkoxylphenyl)phosphorane with Ni(cod)2 in the presence of PPh3. X-Ray diffraction studies reveal that a distorted square planar geometry around Ni(ii) is adopted. Upon treatment with Ni(cod)2, the nickel complexes are sufficiently robust for ethylene polymerization. The existence of 2-alkoxyl-aryl substituents on phosphorus improves the catalytic activities. The highest activity (2.1 × 106 g mol-1 h-1) is achieved when tri(2-isopropoxy-phenyl)phosphorane is employed (5e), which is one order higher than the corresponding SHOP catalyst. NMR analysis shows that the polyethylene mainly contains terminal double bonds and is highly linear.