Bis(2-chloroethyl) chlorophosphate

Base Information

• Chemical Name: Bis(2-chloroethyl) chlorophosphate
• CAS No.: 6087-94-1
• Molecular Formula: C4H8 Cl3 O3 P
• Molecular Weight: 241.438
• Hs Code.: 2931900090
• European Community (EC) Number: 228-024-9
• DSSTox Substance ID: DTXSID60209719
• Nikkaji Number: J24.118K
• Wikidata: Q83084118
• Mol file: 6087-94-1.mol

Synonyms:Bis(2-chloroethyl) chlorophosphate;6087-94-1;bis(2-chloroethyl) phosphorochloridate;1-chloro-2-[chloro(2-chloroethoxy)phosphoryl]oxyethane;EINECS 228-024-9;C4H8Cl3O3P;SCHEMBL5850539;C4-H8-Cl3-O3-P;DTXSID60209719;Chlorophosphonic acid bis(2-chloroethyl) ester;Phosphorochloridic acid, bis(2-chloroethyl) ester

Chemical Property of Bis(2-chloroethyl) chlorophosphate

Chemical Property:

• Vapor Pressure: 0.00176mmHg at 25°C
• Boiling Point: 302.6°C at 760 mmHg
• Flash Point: 177.5°C
• PSA: 45.34000
• Density: 1.458g/cm³
• LogP: 2.84410
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 239.927664
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-ethanolPhosphorochloridate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)OP(=O)(OCCCl)Cl
• Uses: 2-Chloro-ethanol Phosphorochloridate is an intermediate used in the synthesis of Di-β,β''-Chloroethylphosphoric Acid (C366790), which is a dialkyl hydrogen phosphates, that can undergo the electrophilic trifluor- omethylation to produce trifluoromethyl phosphates in order to increase the lipophilicity of functional groups.

Technology Process of Bis(2-chloroethyl) chlorophosphate

There total 10 articles about Bis(2-chloroethyl) chlorophosphate 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: 38.0%

di(2-chloroethyl)phosphite (1070-42-4) → bis(2-chloroethyl) chlorophosphate (6087-94-1)

Guidance literature:

With copper dichloride; In tetrahydrofuran; at 0 - 20 ℃; for 0.416667h;

DOI:10.1016/j.jfluchem.2011.08.014

Reference yield:

tris(2-chloro-ethyl)phosphite (140-08-9) → bis(2-chloroethyl) chlorophosphate (6087-94-1)

Guidance literature:

With chlorine; at -18 ℃;

Reference yield:

2-chloro-ethanol (107-07-3) → bis(2-chloroethyl) chlorophosphate (6087-94-1)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at 20 ℃;

DOI:10.1021/tx00050a011

upstream raw materials:

oxirane

tris(2-chloro-ethyl)phosphite

di(2-chloroethyl)phosphite

2-chloro-ethanol

Downstream raw materials:

bis(2-chloroethyl) phosphate

diphosphoric acid tetrakis-(2-chloro-ethyl ester)

(4-Amino-3-nitro-phenyl)-phosphoramidic acid bis-(2-chloro-ethyl) ester

bis-{2-[bis-(2-chloro-ethoxy)-phosphoryloxy]-ethyl} ether

Refernces

• 1、 Poshkus,Herweh. "-". . p. 6127. Retrieved 1957.
• 2、 Wu,Casida. "Ethyl octylphosphonofluoridate and analogs: Optimized inhibitors of neuropathy target esterase". . p. 1070 - 1076. Retrieved 2007/10/03.