tetrakis(2-chloroethyl)phosphorodiamidic chloride

Base Information

• Chemical Name: tetrakis(2-chloroethyl)phosphorodiamidic chloride
• CAS No.: 60106-92-5
• Molecular Formula: C8H16 Cl5 N2 O P
• Molecular Weight: 364.467
• Mol file: 60106-92-5.mol

Synonyms:N,N,N',N'-Tetrakis(2-chloroethyl)phosphorodiamidicchloride; NSC 236636; Tetrakis(2-chloroethyl)phosphorodiamidic chloride

Chemical Property of tetrakis(2-chloroethyl)phosphorodiamidic chloride

Chemical Property:

• Vapor Pressure: 2.94E-07mmHg at 25°C
• Melting Point: 48-49 °C
• Boiling Point: 419.9°C at 760 mmHg
• PKA: -4.77±0.70(Predicted)
• Flash Point: 207.7°C
• PSA: 33.36000
• Density: 1.422g/cm³
• LogP: 3.89250

Purity/Quality:

99% ^*data from raw suppliers

Tetrakis(2-chloroethyl)phosphorodiamidicChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tetrakis(2-chloroethyl)phosphorodiamidic chloride

There total 1 articles about tetrakis(2-chloroethyl)phosphorodiamidic 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:

N,N-di(2-chloroethyl)amidophosphoric acid dichloride (127-88-8) + N,N-bis(chloro-2-ethyl)amine (334-22-5) → N,N,N',N'-tetrakis(2-chloroethyl)phosphorodiamidic acid chloride (60106-92-5)

Guidance literature:

With triethylamine; In toluene; at 110 ℃;

DOI:10.1039/c7ra00401j

Reference yield: 85.0%

N,N,N',N'-tetrakis(2-chloroethyl)phosphorodiamidic acid chloride (60106-92-5) + benzyl alcohol (100-51-6,185532-71-2) → benzyl N,N’-bis(2-chloroethyl)phosphorodiamidate (84681-49-2)

Guidance literature:

benzyl alcohol; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

N,N,N',N'-tetrakis(2-chloroethyl)phosphorodiamidic acid chloride; In tetrahydrofuran; at -78 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.bioorg.2020.103747

Reference yield: 65.0%

4-nitrobenzyl chloride (619-73-8) + N,N,N',N'-tetrakis(2-chloroethyl)phosphorodiamidic acid chloride (60106-92-5) → 4-nitrobenzyl N,N,N’,N’-tetrakis(2-chloroethyl)phosphorodiamidate

Guidance literature:

4-nitrobenzyl chloride; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

N,N,N',N'-tetrakis(2-chloroethyl)phosphorodiamidic acid chloride; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bioorg.2020.103747

upstream raw materials:

N,N-di(2-chloroethyl)amidophosphoric acid dichloride

N,N-bis(chloro-2-ethyl)amine

Downstream raw materials:

C₂₃H₃₆Cl₄N₃O₃P

1-phenyl-2-(4,4,6-trimethyltetrahydro-1,3-oxazin-2-yl)ethyl N,N,N',N'-tetrakis(2-chloroethyl)phosphorodiamidate

benzyl N,N’-bis(2-chloroethyl)phosphorodiamidate

Refernces