Phosphonic acid, (2-chloroethyl)-, bis(2-chloroethyl) ester

Base Information

• Chemical Name: Phosphonic acid, (2-chloroethyl)-, bis(2-chloroethyl) ester
• CAS No.: 6294-34-4
• Deprecated CAS: 21343-86-2
• Molecular Formula: C6H12 Cl3 O3 P
• Molecular Weight: 269.492
• European Community (EC) Number: 228-557-7
• NSC Number: 9297
• UNII: 4E2R2KWC27
• DSSTox Substance ID: DTXSID8027618
• Nikkaji Number: J186.571D
• Wikidata: Q27259470
• Mol file: 6294-34-4.mol

Synonyms:2-chloroethylphosphonic acid bis(2-chloroethyl) ester;bis(2-chloroethyl) 2-chloroethylphosphonate;bis(ClEt) ClEt-phosphonate

Chemical Property of Phosphonic acid, (2-chloroethyl)-, bis(2-chloroethyl) ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 25-26 °C
• Boiling Point: 546.279°C at 760 mmHg
• Flash Point: 284.18°C
• PSA: 45.34000
• Density: 1.391
• LogP: 2.92910
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 267.958964
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

99.0% ^*data from raw suppliers

BIS(BETA-CHLOROETHYL)-BETA-CHLOROETHYL PHOSPHONATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)OP(=O)(CCCl)OCCCl
• Uses: Bis(2-?chloroethyl) (2-?Chloroethyl)?phosphonate is used in the production of 2-?Chloroethylphosphonic acid which is used as a plant regulator in agriculture.

Technology Process of Phosphonic acid, (2-chloroethyl)-, bis(2-chloroethyl) ester

There total 2 articles about Phosphonic acid, (2-chloroethyl)-, bis(2-chloroethyl) ester 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: 83.0%

tris(2-chloro-ethyl)phosphite (140-08-9) → bis(2-chloroethyl) 2-chloroethylphosphonate (6294-34-4)

Guidance literature:

With 1,1-dibromomethane; at 170 ℃; for 1h; Microwave irradiation; Neat (no solvent);

DOI:10.1039/c0gc00509f

Reference yield:

→ bis(2-chloroethyl) 2-chloroethylphosphonate (6294-34-4)

Guidance literature:

Reference yield: 10.0%

bis(2-chloroethyl) 2-chloroethylphosphonate (6294-34-4) → 2-chloroethylphosphonic acid (16672-87-0)

Guidance literature:

With hydrogenchloride; at 100 - 110 ℃;

upstream raw materials:

tris(2-chloro-ethyl)phosphite

Downstream raw materials:

(2-chloroethyl)phosphonic dichloride

2-chloroethylphosphonic acid

bis(2-chloroethyl) vinylphosphonate

O-(β-chloroethyl)-β-chloroethylphosphonyl chloride

Refernces

• 1、 Jansa, Petr,Holy, Antonin,Dracinsky, Martin,Baszczynski, Ondrej,Cesnek, Michal,Janeba, Zlatko. "Efficient and 'green' microwave-assisted synthesis of haloalkylphosphonates via the Michaelis-Arbuzov reaction". supporting information; experimental part. p. 882 - 888. Retrieved 2011/06/20.
• 2、 -. "5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides". . . Retrieved 2008/06/13.