Tribenzylphosphine oxide

Base Information

• Chemical Name: Tribenzylphosphine oxide
• CAS No.: 4538-55-0
• Molecular Formula: C21H21OP
• Molecular Weight: 320.371
• NSC Number: 222420
• DSSTox Substance ID: DTXSID60196493
• Nikkaji Number: J50.217K
• Wikidata: Q83069541
• Mol file: 4538-55-0.mol

Synonyms:Tribenzylphosphine oxide;Phosphine oxide, tribenzyl-;4538-55-0;Phosphine oxide, tris(phenylmethyl)-;Tris(phenylmethyl)phosphine oxide;NSC 222420;BRN 2811322;bis(benzyl)phosphorylmethylbenzene;2-16-00-00383 (Beilstein Handbook Reference);SCHEMBL388208;WLN: OP1R&1R&1R;DTXSID60196493;NSC222420;AKOS003627110;NSC-222420;LS-106036

Chemical Property of Tribenzylphosphine oxide

Chemical Property:

• Vapor Pressure: 1.99E-11mmHg at 25°C
• Boiling Point: 546.1°Cat760mmHg
• Flash Point: 284.1°C
• Density: 1.126g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 320.133002287
• Heavy Atom Count: 23
• Complexity: 316

Purity/Quality:

99%min ^*data from raw suppliers

TRIBENZYLPHOSPHINE OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CP(=O)(CC2=CC=CC=C2)CC3=CC=CC=C3

Technology Process of Tribenzylphosphine oxide

There total 39 articles about Tribenzylphosphine oxide 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: 97.0%

dibenzylphosphine oxide (13238-16-9) + benzyl chloride (100-44-7) → tribenzylphosphine oxide (4538-55-0)

Guidance literature:

With potassium hydroxide; tetra-(n-butyl)ammonium iodide; In benzene; at 80 ℃; for 3h;

DOI:10.1055/s-1986-31510

Reference yield: 78.0%

benzyl chloride (100-44-7) → dibenzylphosphine oxide (13238-16-9) + dibenzylphosphinic acid (7369-51-9) + tribenzylphosphine oxide (4538-55-0) + benzylphosphinic acid (20394-86-9)

Guidance literature:

With phosphorus; potassium hydroxide; benzyltrimethylammonium chloride; In 1,4-dioxane; water; for 0.166667h; microwave irradiation;

DOI:10.1134/S1070363207030140

Reference yield: 75.0%

→ tribenzylphosphine oxide (4538-55-0)

Guidance literature:

With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In 1,4-dioxane; water;

DOI:10.1080/10426509608545225

upstream raw materials:

benzylidene dichloride

dibenzylphosphinic acid

tetrabenzyl-phosphonium; iodide

tetrabenzylphosphonium chloride

Downstream raw materials:

dibenzylphosphinic acid

toluene

dichlorobis(tribenzylphosphine oxide)-zinc(II)

Nd(NO₃)3(C₂₁H₂₁OP)3

Refernces

• 1、 Kolodiazhna, Olga O.,Kolodiazhnyi, Oleg I.. "Synthesis of Anti-Cis-Phosphiranes". . p. 1192 - 1200. Retrieved 2015/08/04.
• 2、 Trofimov,Gusarova,Malysheva,Shaikhudinova,Belogorlova,Kazantseva,Sukhov,Plotnikova. "Reactions of elemental phosphorus and phosphine with electrophiles in superbasic systems: XVI. Phosphorylation of benzyl chloride with elemental phosphorus and phosphine". . p. 684 - 688. Retrieved 2007/10/03.