Diethyl (2-chloroethyl)phosphonate

Base Information

• Chemical Name: Diethyl (2-chloroethyl)phosphonate
• CAS No.: 10419-79-1
• Molecular Formula: C6H14 Cl O3 P
• Molecular Weight: 200.602
• Hs Code.: 29209085
• European Community (EC) Number: 682-894-8
• NSC Number: 138339
• UNII: 8JX3P2CQ8S
• DSSTox Substance ID: DTXSID40146335
• Nikkaji Number: J117.033C
• Wikidata: Q83011139
• Mol file: 10419-79-1.mol

Synonyms:Diethyl (2-chloroethyl)phosphonate;10419-79-1;1-chloro-2-diethoxyphosphorylethane;(2-Chloroethyl)phosphonic acid diethyl ester;PHOSPHONIC ACID, (2-CHLOROETHYL)-, DIETHYL ESTER;DIETHYL(2-CHLOROETHYL)PHOSPHONATE;Diethyl 2-chloroethanephosphonate;NSC 138339;BRN 1766076;8JX3P2CQ8S;NSC-138339;(2-chloro-ethyl)-phosphonic acid diethyl ester;1-chloro-2-diethoxyphosphoryl-ethane;diethyl 2-chloroethylphosphonate;UNII-8JX3P2CQ8S;SCHEMBL524900;DTXSID40146335;diethyl beta-chloroethylphosphonate;BBL102551;MFCD00010358;NSC138339;STL556354;AKOS017343371;2-Chloroethylphosphonic acid diethyl ester;LS-106509;DIETHYL P-(2-CHLOROETHYL)PHOSPHONATE;FT-0636703;PHOSPHONIC ACID, P-(2-CHLOROETHYL)-, DIETHYL ESTER

Chemical Property of Diethyl (2-chloroethyl)phosphonate

Chemical Property:

• Vapor Pressure: 0.0342mmHg at 25°C
• Refractive Index: 1.439-1.442
• Boiling Point: 250.5°Cat760mmHg
• Flash Point: 98.9°C
• PSA: 45.34000
• Density: 1.14g/cm³
• LogP: 2.49130
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 200.0369090
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diethyl(2-Chloroethyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CCCl)OCC

Technology Process of Diethyl (2-chloroethyl)phosphonate

There total 6 articles about Diethyl (2-chloroethyl)phosphonate 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: 94.0%

1-Bromo-2-chloroethane (107-04-0) + triethyl phosphite (122-52-1) → diethyl 2-chloroethylphosphonate (10419-79-1)

Guidance literature:

at 140 ℃; for 24h; Inert atmosphere; Neat (no solvent);

DOI:10.1016/j.tet.2009.11.049

Reference yield: 62.0%

1,2-dichloro-ethane (107-06-2,52399-93-6) + triethyl phosphite (122-52-1) → diethyl 2-chloroethylphosphonate (10419-79-1)

Guidance literature:

at 190 ℃; for 2h; Microwave irradiation; Neat (no solvent);

DOI:10.1039/c0gc00509f

Reference yield:

1,2-dichloro-ethane (107-06-2,52399-93-6) + triethyl phosphite (122-52-1) → ethylphosphonic acid diethyl ester (78-38-6) + diethyl 2-chloroethylphosphonate (10419-79-1)

Guidance literature:

at 190 ℃; for 2h; Microwave irradiation; Neat (no solvent);

DOI:10.1039/c0gc00509f

upstream raw materials:

phosphorous acid diethyl ester-(2-chloro-ethyl ester)

ethanol

(2-chloroethyl)phosphonic dichloride

1-Bromo-2-chloroethane

Downstream raw materials:

Diethyl vinylphosphonate

tetraethyl ethylenebis(phosphonate)

ethylphosphonic acid diethyl ester

2-chloroethylphosphonic acid

Refernces

• 1、 -. "METHOD OF THE SYNTHESIS OF DIALKYL HALOALKYLPHOSPHONATES AND DIALKYL HALOALKYLOXYALKYLPHOSPHONATES". Page/Page column 22-23. . Retrieved 2012/02/13.
• 2、 Fourgeaud, Pierre,Midrier, Camille,Vors, Jean-Pierre,Volle, Jean-No?l,Pirat, Jean-Luc,Virieux, David. "Oxaphospholene and oxaphosphinene heterocycles via RCM using unsymmetrical phosphonates or functional phosphinates". experimental part. p. 758 - 764. Retrieved 2010/09/05.