Tris(2-cyanoethyl)phosphine oxide

Base Information

• Chemical Name: Tris(2-cyanoethyl)phosphine oxide
• CAS No.: 1439-41-4
• Molecular Formula: C9H12 N3 O P
• Molecular Weight: 209.188
• Hs Code.: 2931900090
• European Community (EC) Number: 215-879-8
• NSC Number: 170557,41939
• DSSTox Substance ID: DTXSID2061694
• Nikkaji Number: J298.626D
• Wikidata: Q81989606
• Mol file: 1439-41-4.mol

Synonyms:Tris(2-cyanoethyl)phosphine oxide;1439-41-4;Propanenitrile, 3,3',3''-phosphinylidynetris-;Tris(cyanoethyl)phosphine oxide;3-[bis(2-cyanoethyl)phosphoryl]propanenitrile;EINECS 215-879-8;NSC 170557;Phosphine oxide, tris(2-cyanoethyl)-;Propionitrile,3',3''-phosphinylidynetri-;Propanenitrile,3',3''-phosphinylidynetris-;C9H12N3OP;SCHEMBL517724;DTXSID2061694;C9-H12-N3-O-P;NSC41939;NSC-41939;NSC170557;NSC-170557;3,3',3''-Phosphinylidynetris(propanenitrile)

Chemical Property of Tris(2-cyanoethyl)phosphine oxide

Chemical Property:

• Vapor Pressure: 5.17E-13mmHg at 25°C
• Boiling Point: 570.2°Cat760mmHg
• Flash Point: 298.6°C
• PSA: 98.25000
• Density: 1.153g/cm³
• LogP: 2.09054
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 209.07179901
• Heavy Atom Count: 14
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CP(=O)(CCC#N)CCC#N)C#N

Technology Process of Tris(2-cyanoethyl)phosphine oxide

There total 9 articles about Tris(2-cyanoethyl)phosphine 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: 80.0%

tris(2-cyanoethyl)phosphine (4023-53-4) + 3-bromo-1,2-naphthoquinone (7474-83-1) → tris(2-cyanoethyl)phosphine oxide (1439-41-4) + 3-bromo-1,2-dihydroxynaphthalene (61978-07-2)

Guidance literature:

With water; In dichloromethane; for 24h; Inert atmosphere;

DOI:10.1016/j.mencom.2009.01.016

Reference yield: 45.0%

acrylonitrile (107-13-1,25014-41-9) → bis(2-cyanoethyl)phosphine (4023-49-8) + tris(2-cyanoethyl)phosphine (4023-53-4) + tris(2-cyanoethyl)phosphine oxide (1439-41-4)

Guidance literature:

With potassium hydroxide; phosphan; In water; acetonitrile; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)76889-4

Reference yield:

tris(2-cyanoethyl)phosphine (4023-53-4) → tris(2-cyanoethyl)phosphine oxide (1439-41-4)

Guidance literature:

With dihydrogen peroxide; acetic acid;

DOI:10.1021/ja01514a022

upstream raw materials:

tris(2-cyanoethyl)phosphine

Cyanmethyl-tris-<2-cyan-ethyl>-phosphoniumchlorid

Ethoxycarbonylmethyl-tris-<2-cyan-ethyl>-phosphoniumbromid

(2-Cyan-ethyl)-phosphinoxid

Refernces

• 1、 Semenzin, Delphine,Etemad-Moghadam, Guita,Albouy, Dominique,Koenig, Max. "Alkylation of phosphine PH3 generated from red phosphorus". . p. 3297 - 3300. Retrieved 2007/10/02.