Bis(diethylamino)chlorophosphine

Base Information

• Chemical Name: Bis(diethylamino)chlorophosphine
• CAS No.: 685-83-6
• Molecular Formula: C8H20ClN2P
• Molecular Weight: 210.687
• Hs Code.: 29299090
• European Community (EC) Number: 627-545-2
• DSSTox Substance ID: DTXSID20218625
• Nikkaji Number: J1.138.106E
• Wikipedia: Bis(diethylamino)chlorophosphine
• Wikidata: Q72444950
• Mol file: 685-83-6.mol

Synonyms:BDAPCD;bis(diethylamino)phosphorchloridite

Chemical Property of Bis(diethylamino)chlorophosphine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.0505mmHg at 25°C
• Refractive Index: n20/D 1.4895(lit.)
• Boiling Point: 235.3 °C at 760 mmHg
• PKA: 3.96±0.70(Predicted)
• Flash Point: 96.1 °C
• PSA: 20.07000
• Density: 1.002 g/mL at 25 °C(lit.)
• LogP: 3.13570
• Sensitive.: Air & Moisture Sensitive
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 210.1052633
• Heavy Atom Count: 12
• Complexity: 93.2

Purity/Quality:

99% ^*data from raw suppliers

Bis(diethylamino)?chlorophosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 23-26-36-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)P(N(CC)CC)Cl

Technology Process of Bis(diethylamino)chlorophosphine

There total 30 articles about Bis(diethylamino)chlorophosphine 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: 95.0%

hexaethylphosphoric triamide (2283-11-6) → bis(diethylamino)chlorophosphine (685-83-6)

Guidance literature:

With phosphorus trichloride; In acetonitrile; at 20 ℃;

DOI:10.1021/ja027983f

Reference yield: 92.0%

diethylamine (109-89-7) → bis(diethylamino)chlorophosphine (685-83-6)

Guidance literature:

With phosphorus trichloride; In dichloromethane; at -78 - 20 ℃;

DOI:10.1139/V07-121

Reference yield: 86.0%

tetrachloromethane (56-23-5) + N,N-tetraethyldiamidothiophosphite S-propyl → propyl trichloromethyl sulfide (36160-38-0) + bis(diethylamino)chlorophosphine (685-83-6)

Guidance literature:

for 1h; Ambient temperature;

upstream raw materials:

diethylamine

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

hexaethylphosphoric triamide

tetrachloromethane

Downstream raw materials:

C₂₀H₃₀N₂OP₂

C₂₂H₃₀N₂P₂

c-hexylphosphonic acid bis(N,N)-diethylamide

C₁₆H₂₆N₃PS

Refernces

• 1、 Wi?niewska,Grubba,Ponikiewski,Zauliczny,Pikies. "The new diphosphanylphosphido complexes of tungsten(VI) and molybdenum(VI). Their synthesis, structures and properties". . p. 10213 - 10222. Retrieved 2018.
• 2、 Barrett, Adam N.,Woof, Callum R.,Goult, Christopher A.,Gasperini, Danila,Mahon, Mary F.,Webster, Ruth L.. "Hydrogen/Halogen Exchange of Phosphines for the Rapid Formation of Cyclopolyphosphines". supporting information. p. 16826 - 16833. Retrieved 2021/11/04.
• 3、 Gupta, Priyanka,Siewert, Jan-Erik,Wellnitz, Tim,Fischer, Malte,Baumann, Wolgang,Beweries, Torsten,Hering-Junghans, Christian. "Reactivity of phospha-Wittig reagents towards NHCs and NHOs". supporting information. p. 1838 - 1844. Retrieved 2021/02/16.