Tris(2-cyanoethyl)phosphine

Base Information

• Chemical Name: Tris(2-cyanoethyl)phosphine
• CAS No.: 4023-53-4
• Molecular Formula: C9H12N3P
• Molecular Weight: 193.188
• Hs Code.: 2926909090
• European Community (EC) Number: 223-687-0
• NSC Number: 41940
• UNII: 846HYB5W2B
• DSSTox Substance ID: DTXSID2063268
• Nikkaji Number: J209.002C
• Wikipedia: Tris(cyanoethyl)phosphine
• Wikidata: Q72515028
• Mol file: 4023-53-4.mol

Synonyms:Tris(2-cyanoethyl)phosphine;4023-53-4;3,3',3''-phosphinetriyltripropanenitrile;tris-(2-cyanoethyl)phosphine;Tris-(2-cyanoethyl)-phosphine;3-[bis(2-cyanoethyl)phosphanyl]propanenitrile;Propanenitrile, 3,3',3''-phosphinidynetris-;Tris-(2-cyanoethyl)phophine;MFCD00013828;C9H12N3P;EINECS 223-687-0;NSC 41940;P(CH2CH2CN)3;SCHEMBL129827;846HYB5W2B;NSC-41940;ACMC-20ajc3;AC1L2THT;AC1Q4SGR;AC1Q4SGS;NSC41940;UNII-846HYB5W2B;DTXSID2063268;Phosphine, tris(2-cyanoethyl)-;C9-H12-N3-P;AKOS006228361;AK114708;BP-11314;Propanenitrile,3',3''-phosphinidynetris-;3,3',3''-Phosphinidynetris[propanenitrile];FT-0635104;Propionitrile, 3,3',3''-phosphinidynetri-;EN300-19938;C93477

Chemical Property of Tris(2-cyanoethyl)phosphine

Chemical Property:

• Appearance/Colour: white crystalline
• Vapor Pressure: 1.71E-07mmHg at 25°C
• Melting Point: 97-98°C
• Boiling Point: 426.9 °C at 760 mmHg
• Flash Point: 212 °C
• PSA: 84.96000
• LogP: 2.20934
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Soluble in DMSO, and DMF. Insoluble in water.
• XLogP3: -1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 193.07688439
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

Tris(2-cyanoethyl)phosphine, min. 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 36/37/39-45-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CP(CCC#N)CCC#N)C#N
• Uses: Tris(2-cyanoethyl)phosphine is used to produce 3,3',3''-phosphanetriyl-tri-propionic acid and hydrochloride by heating. It will need reagent conc. aq. HCl with reaction.

Technology Process of Tris(2-cyanoethyl)phosphine

There total 6 articles about Tris(2-cyanoethyl)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: 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:

acrylonitrile (107-13-1,25014-41-9) → tris(2-cyanoethyl)phosphine (4023-53-4)

Guidance literature:

With potassium hydroxide; phosphan; acetonitrile;

DOI:10.1021/ja01514a022

Reference yield:

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

Guidance literature:

; In acetonitrile;

DOI:10.1039/a704655c

upstream raw materials:

acrylonitrile

bis(2-cyanoethyl)phosphine

acetonitrile

Downstream raw materials:

tris(2-cyanoethyl)phosphine oxide

tris(2-cyanoethyl)phosphine sulphide

tris(2-carboxyethyl)phosphine

Ethyl-tris-(2-cyan-ethyl)-phosphonium

Refernces

• 1、 Costa, Emiliana,Pringle, Paul G.,Smith, Martin B.,Worboys, Kerry. "Self-replication of tris(cyanoethyl)phosphine catalysed by platinum group metal complexes". . p. 4277 - 4282. Retrieved 2007/10/03.
• 2、 Pringle, Paul G.,Smith, Martin B.. "Platinum(0)-catalysed Hydrophosphination of Acrylonitrile". . p. 1701 - 1702. Retrieved 2007/10/02.