Tris(diethylamino)phosphine

Base Information

• Chemical Name: Tris(diethylamino)phosphine
• CAS No.: 2283-11-6
• Deprecated CAS: 68574-03-8
• Molecular Formula: C12H30N3P
• Molecular Weight: 247.364
• Hs Code.: 29319090
• European Community (EC) Number: 218-920-8
• UNII: WPC83R9HNC
• DSSTox Substance ID: DTXSID4062305
• Nikkaji Number: J21.143E
• Wikidata: Q72481687
• Mol file: 2283-11-6.mol

Synonyms:tris(diethylamino)phosphine

Chemical Property of Tris(diethylamino)phosphine

Chemical Property:

• Appearance/Colour: clear colorless to yellow-orange liquid
• Vapor Pressure: 0.237mmHg at 25°C
• Melting Point: 230-232 °C
• Refractive Index: n20/D 1.475(lit.)
• Boiling Point: 206.4 °C at 760 mmHg
• PKA: 9.74±0.70(Predicted)
• Flash Point: 123.8 °C
• PSA: 23.31000
• Density: 0.903
• LogP: 3.23870
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 247.21773497
• Heavy Atom Count: 16
• Complexity: 126

Purity/Quality:

98% ^*data from raw suppliers

Tris(diethylamino)phosphine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)P(N(CC)CC)N(CC)CC
• Uses: suzuki reaction Tris(diethylamino)phosphine [(Et2N)3P] can be used as a reagent to synthesize: 1,1′-Dialkylisoindigo derivatives by reacting with various 1-alkylisatins via deoxygenation reaction.1-Aminomethylisatins by treating with isatin and primary and secondary amines.It can also be used in the deoxygenation of some cyclic α-diketones using fullerene C60.

Technology Process of Tris(diethylamino)phosphine

There total 58 articles about Tris(diethylamino)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: 94.0%

diethylamine (109-89-7) → hexaethylphosphoric triamide (2283-11-6)

Guidance literature:

With phosphorus trichloride; In diethyl ether; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c0ob00084a

Reference yield: 82.0%

N,N-diethyl-1,1,1-trimethylsilanamine (996-50-9) → hexaethylphosphoric triamide (2283-11-6)

Guidance literature:

With phosphorus trichloride; In acetonitrile;

DOI:10.1021/ja027983f

Reference yield: 80.0%

piperazine (110-85-0) + N,N'-dimethyl-N,N'-diphenylphosphorodiamidous chloride (40535-50-0) → hexaethylphosphoric triamide (2283-11-6) + P,P'-(1,4-piperazinediyl)bis

Guidance literature:

With triethylamine; In benzene; at 20 ℃; for 6h;

upstream raw materials:

diethylphosphoramidous dichloride

diethylamine

piperazine

N,N'-dimethyl-N,N'-diphenylphosphorodiamidous chloride

Downstream raw materials:

Tris-(diaethylamino)-(p-methoxy-phenoxy)-phosphonium-chlorid

o-acetylphenyl tetraethyldiamidophosphite

C₄₆H₅₄N₇O₆P

1,4-phenylene bis(tetraethylphosphorodiamidite)

Refernces

• 1、 Bodrikov,Bel'Skii,Shebelova,Subbotin,Sazhin. "Dual behavior of sulfur trioxide-hexaethyltriamidophosphite system". . p. 226 - 229. Retrieved 2006.
• 2、 Linthoudt, J. P. van,Berghe, E. V. van den,Kelen, G. P. van der. "NMR study (1H, 13C and 31P) of the nPX3-n compounds (X=Cl, C2H5; n=0,1,2,3)". . p. 315 - 320. Retrieved 1980.
• 3、 -. "Method for compounding organphosphorus by using black phosphorus". Paragraph 0097; 0098; 0099. . Retrieved 2018/10/19.
• 4、 Bezgubenko,Pipko,Sinitsa. "Phosphorus halides complexes with 4-dimethylaminopyridine and N-methylimidazole". scheme or table. p. 911 - 918. Retrieved 2011/04/15.