Bis(diethylamino)phosphoryl chloride

Base Information

• Chemical Name: Bis(diethylamino)phosphoryl chloride
• CAS No.: 1794-24-7
• Molecular Formula: C8H20ClN2OP
• Molecular Weight: 226.686
• Hs Code.: 29211999
• European Community (EC) Number: 217-262-9
• DSSTox Substance ID: DTXSID70170800
• Nikkaji Number: J203.190F
• Wikidata: Q72505033
• Mol file: 1794-24-7.mol

Synonyms:1794-24-7;Bis(diethylamino)phosphoryl chloride;BIS(DIETHYLAMINO)PHOSPHOROCHLORIDATE;Tetraethylphosphorodiamidic chloride;N-[chloro(diethylamino)phosphoryl]-N-ethylethanamine;C8H20ClN2OP;EINECS 217-262-9;BIS(DIETHYLAMINO)PHOSPHINOYL CHLORIDE;Bis(diethylamino)chlorophosphine oxide;Phosphorodiamidic chloride, tetraethyl-;Phosphorodiamidic chloride, N,N,N',N'-tetraethyl-;SCHEMBL7533174;C8-H20-Cl-N2-O-P;DTXSID70170800;AMY39365;BCP21890;MFCD00137958;AKOS015843294;GC10187;tetraethylphosphorodiamidic acid chloride;AS-68066;FT-0689986;Phosphorodiamidicchloride,N,N,N',N'-tetraethyl-;A881250;BIS(DIETHYLAMINO)PHOSPHOCHLORIDATE;BIS(DIETHYLAMINO)PHOSPHORYL CHLORIDE

Chemical Property of Bis(diethylamino)phosphoryl chloride

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.0396mmHg at 25°C
• Refractive Index: 1.466-1.468
• Boiling Point: 266.6 °C at 760 mmHg
• Flash Point: 115 °C
• PSA: 33.36000
• Density: 1.076 g/cm³
• LogP: 3.01690
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 226.1001780
• Heavy Atom Count: 13
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

Bis(diethylamino)phosphoryl chloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)P(=O)(N(CC)CC)Cl
• Uses: suzuki reaction

Technology Process of Bis(diethylamino)phosphoryl chloride

There total 21 articles about Bis(diethylamino)phosphoryl chloride 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: 86.5%

tetraethyldiamidophosphorous acid tert-butyl ester (118818-64-7) → tetraethyldiamidochlorophosphate (1794-24-7)

Guidance literature:

With tert-butylhypochlorite; In dichloromethane; Ambient temperature;

Reference yield: 86.2%

ethyl N,N'-tetraethyldiamidophosphite (2632-88-4) → tetraethyldiamidochlorophosphate (1794-24-7)

Guidance literature:

With tert-butylhypochlorite; In dichloromethane; for 2h; Ambient temperature;

Reference yield: 82.0%

tert-butyl(tetraethyldiamido)phosphite → tetraethyldiamidochlorophosphate (1794-24-7) + isobutene (115-11-7,15220-85-6)

Guidance literature:

With tetrachloromethane; at -10 ℃;

upstream raw materials:

N,N-diethylphosphoramidous dichloride

diethylamine

tetraethyldiamidophosphite

N,N-diethyl-1,1,1-trimethylsilanamine

Downstream raw materials:

tetraethylphosphorodiamidic fluoride

2-<(p-tolylsulfonyl)oxy>ethyl N,N,N',N'-tetraethylphosphorodiamidate

phenyl N,N,N',N'‐tetraethylphosphorodiamidate

Refernces

• 1、 Laribi,Sanhoury,Mechi,Merlet,Chehidi. "Synthesis and characterization of new highly fluorinated phosphoramidates". . p. 1857 - 1867. Retrieved 2021.
• 2、 Harger, Martin J. P.. "A new mechanism for nucleophilic substitution at a thiophosphoryl centre revealed by the reaction of diisopropylamine with PSCl3". . p. 2863 - 2865. Retrieved 2007/10/03.
• 3、 Kolomeitsev, Alexander,Goerg, Michaela,Dieckbreder, Uwe,Lork, Enno,Roeschenthaler, Gerd-Volker. "Advances in trifluoromethylating phosphorus compounds". . p. 597 - 600. Retrieved 2007/10/03.