Tribenzylphosphine

Base Information

• Chemical Name: Tribenzylphosphine
• CAS No.: 7650-89-7
• Molecular Formula: C21H21 P
• Molecular Weight: 304.371
• European Community (EC) Number: 231-608-6
• DSSTox Substance ID: DTXSID9073385
• Nikkaji Number: J125.045K
• Wikidata: Q72509852
• Mol file: 7650-89-7.mol

Synonyms:Tribenzylphosphine;7650-89-7;tribenzylphosphane;Phosphine, tris(phenylmethyl)-;Tribenzyl phosphine;Phosphine, tribenzyl-;EINECS 231-608-6;Tribenzylphosphine, 98%;TRYMETHYL PHOSPHINE;Tris(phenylmethyl)phosphine;SCHEMBL196203;DTXSID9073385;MFCD00014439;PHOSPHINE,TRIS(PHENYLMETHYL)-;AKOS025295726;s12095;LS-106092;CS-0086001;FT-0740888;A838730

Chemical Property of Tribenzylphosphine

Chemical Property:

• Vapor Pressure: 4.94E-08mmHg at 25°C
• Melting Point: 96-101oC
• Boiling Point: 454.9°Cat760mmHg
• Flash Point: 242.5°C
• PSA: 13.59000
• Density: g/cm³
• LogP: 6.06890
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 304.138087668
• Heavy Atom Count: 22
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

Tribenzylphosphine, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CP(CC2=CC=CC=C2)CC3=CC=CC=C3
• Uses: Tribenzylphosphine is used as a co catalyst in preparation of coumarin derivatives via nickel-catalyzed cycloaddition, copolymerization reactions, Rh-catalyzed hydroformylation reactions, preparation of substituted allylamines by three-component coupling of alkynes, imines and organoboranes. Cocatalyst in:Preparation of coumarin derivatives via nickel-catalyzed cycloadditionCopolymerization reactionsRh-catalyzed hydroformylation reactionsPlatinum-catalyzed oxidative hydroxylation reactionsPreparation of substituted allylamines by three-component coupling of alkynes, imines and organoboranesRuthenium catalyzed metathesis reactions (Degenerate ligand exchange)

Technology Process of Tribenzylphosphine

There total 16 articles about Tribenzylphosphine 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: 85.0%

benzylmagnesium chloride (6921-34-2) + phosphorus trichloride (7719-12-2,52843-90-0) → tribenzylphosphine (7650-89-7)

Guidance literature:

In diethyl ether; at 20 ℃; for 3h; Reflux;

DOI:10.1134/S1070363215020140

Reference yield: 60.0%

benzyl chloride (100-44-7) → tribenzylphosphine (7650-89-7)

Guidance literature:

benzyl chloride; With magnesium; In diethyl ether; Heating;

With phosphorus trichloride; In diethyl ether;

DOI:10.1016/j.jorganchem.2005.11.008

Reference yield: 2.0%

benzyl chloride (100-44-7) → tribenzylphosphine oxide (4538-55-0) + tetrabenzylphosphonium chloride + tribenzylphosphine (7650-89-7)

Guidance literature:

With phosphorus; potassium hydroxide; In water; dimethyl sulfoxide; at 75 - 80 ℃; for 2.5h;

upstream raw materials:

dibenzylphosphine

benzylphosphine

iodomethylbenzene

benzylmagnesium chloride

Downstream raw materials:

bis-1,2-tribenzylphosphonium ethane dibromide

tetrabenzyl-phosphonium; iodide

tribenzylphosphine oxide

tribenzylphosphine sulphide