TRIS(2-METHOXYPHENYL)PHOSPHINE

Base Information

• Chemical Name: TRIS(2-METHOXYPHENYL)PHOSPHINE
• CAS No.: 4731-65-1
• Molecular Formula: C21H21O3P
• Molecular Weight: 352.37
• Hs Code.: 29319090
• European Community (EC) Number: 225-235-8
• NSC Number: 93545
• UNII: H64XF7T8LW
• DSSTox Substance ID: DTXSID90197099
• Nikkaji Number: J262.416H
• Wikidata: Q69757984
• Mol file: 4731-65-1.mol

Synonyms:Phosphine,tris(o-methoxyphenyl)- (7CI,8CI);NSC 93545;Tri(2-methoxyphenyl)phosphine;Tri(o-methoxyphenyl)phosphine;Tri-o-anisylphosphine;Tris(2-methoxyphenyl)phosphine;Tris(o-methoxyphenyl)phosphine;Tris(o-anisyl)phosphine;

Chemical Property of TRIS(2-METHOXYPHENYL)PHOSPHINE

Chemical Property:

• Appearance/Colour: white powder or crystals
• Vapor Pressure: 8.19E-09mmHg at 25°C
• Melting Point: 204-208 °C
• Boiling Point: 477.3 °C at 760 mmHg
• Flash Point: 302.5 °C
• PSA: 41.28000
• LogP: 3.47060
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 352.12283153
• Heavy Atom Count: 25
• Complexity: 334

Purity/Quality:

99% ^*data from raw suppliers

Tris(2-methoxyphenyl)phosphine >97.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1P(C2=CC=CC=C2OC)C3=CC=CC=C3OC
• Uses: suzuki reaction 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.

Technology Process of TRIS(2-METHOXYPHENYL)PHOSPHINE

There total 9 articles about TRIS(2-METHOXYPHENYL)PHOSPHINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 12.0%

4-iodoanisol (529-28-2) → tris(o-methoxyphenyl)phosphine (4731-65-1)

Guidance literature:

With white phosphorus; 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene; triethylamine; In acetonitrile; benzene; for 24h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;

DOI:10.1002/chem.202002646

Reference yield:

2-bromoanisole (578-57-4) → tris(o-methoxyphenyl)phosphine (4731-65-1)

Guidance literature:

With phosphorus trichloride;

DOI:10.1021/ja00840a029

Reference yield:

2-bromoanisole (578-57-4) → tris(o-methoxy-m-sulfonic acid)phosphine + tris(o-methoxyphenyl)phosphine (4731-65-1)

Guidance literature:

With anhydrous phosphorus trichloride;

upstream raw materials:

4-methoxyphenyl magnesium bromide

methoxybenzene

2-methoxyphenyllithium

2-bromoanisole

Downstream raw materials:

bis(2-methoxyphenyl)phosphine

(4R,5R)-4,5-Bis-{[bis-(2-methoxy-phenyl)-phosphanyl]-methyl}-2,2-dimethyl-[1,3]dioxolane

tert-butyl (E)-3-[4-(1-{4-[(E)-3-(tert-butoxy)-3-oxo-1-propenyl]phenyl}-1H-pyrrol-2-yl)phenyl]-2-propenoate

(2-C₅NH₄COO)(P(4-CH₃OC₆H₄)3)(CO)rhodium(I)

Refernces

• 1、 Cammarata, Jose,Gschwind, Ruth M.,Lennert, Ulrich,Rothfelder, Robin,Scott, Daniel J.,Streitferdt, Verena,Wolf, Robert,Zeitler, Kirsten. "Photocatalytic Arylation of P4 and PH3: Reaction Development Through Mechanistic Insight". supporting information. p. 24650 - 24658. Retrieved 2021/10/14.
• 2、 Arockiam, Percia Beatrice,Lennert, Ulrich,Graf, Christina,Rothfelder, Robin,Scott, Daniel J.,Fischer, Tillmann G.,Zeitler, Kirsten,Wolf, Robert. "Versatile Visible-Light-Driven Synthesis of Asymmetrical Phosphines and Phosphonium Salts". supporting information. p. 16374 - 16382. Retrieved 2020/11/03.