Ethylphosphonic dichloride

Base Information

• Chemical Name: Ethylphosphonic dichloride
• CAS No.: 1066-50-8
• Molecular Formula: C2H5 Cl2 O P
• Molecular Weight: 146.941
• Hs Code.: 2931900090
• European Community (EC) Number: 213-918-3
• DSSTox Substance ID: DTXSID70147658
• Nikkaji Number: J50.315K
• Wikidata: Q83013039
• Mol file: 1066-50-8.mol

Synonyms:Ethylphosphonic dichloride;1066-50-8;1-dichlorophosphorylethane;Phosphonic dichloride, ethyl-;ETHYLPHOSPHORYL DICHLORIDE;EINECS 213-918-3;BRN 1743286;Aurora Ka-1351;4-04-00-03529 (Beilstein Handbook Reference);Dichloroethylphosphine Oxide;P-Ethyl-phosphonic Dichloride;Ethylphosphonyl dichloride;ethylphosphonoyl dichloride;ethyl phosphonic dichloride;1-dichloro-phosphoryl-ethane;SCHEMBL642627;ETHYLPHOSPHONICDICHLORIDE;Phosphonic dichloride,P-ethyl-;Ethylphosphonic dichloride, 98%;OWGJXSYVHQEVHS-UHFFFAOYSA-;DTXSID70147658;MFCD00002073;AKOS040768348;LS-106857;E0527;FT-0668365;J-001621

Chemical Property of Ethylphosphonic dichloride

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.787mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 189.5°Cat760mmHg
• Flash Point: 56.4°C
• PSA: 26.88000
• Density: 1.354g/cm³
• LogP: 2.67700
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in chloroform and dichloromethane.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.9455072
• Heavy Atom Count: 6
• Complexity: 75.6

Purity/Quality:

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

EthylphosphorylDichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-34
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCP(=O)(Cl)Cl
• Uses: Ethylphosphonic dichloride finds it uses in the preparation of: ethylphosphonic diisocyanate, 4-acetylphenyl isopropyl ethylphosphonate, 4-acetylphenyl phenyl ethylphosphonate and 4-acetylphenyl cyclohexyl ethylphosphonate.

Technology Process of Ethylphosphonic dichloride

There total 19 articles about Ethylphosphonic dichloride 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: 99.9%

ethylphosphonic acid diethyl ester (78-38-6) → Ethylphosphonic dichloride (1066-50-8)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 75 ℃; for 90h;

DOI:10.1039/d0gc00819b

Reference yield: 95.8%

ethylphosphonic acid diethyl ester (78-38-6) → chloroethane (75-00-3) + Ethylphosphonic dichloride (1066-50-8)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 18h; Heating;

Reference yield: 95.0%

bis(trimethylsilyl) ethylphosphonate (1641-57-2) → chloro-trimethyl-silane (75-77-4) + Ethylphosphonic dichloride (1066-50-8)

Guidance literature:

With phosphorus pentachloride; In tetrachloromethane; for 0.5h; Ambient temperature;

DOI:10.1246/cl.1980.435

upstream raw materials:

ethane

ethylphosphonic acid

dibutyl ethylphosphonate

ethylphosphonic acid diethyl ester

Downstream raw materials:

ethylphosphonic acid diethyl ester

ethylphosphonothioic dichloride

ethyl-thiophosphonic acid S-isopropyl ester-O-(4-nitro-phenyl ester)

diphenyl ethylphosphonate

Refernces

• 1、 Clay. "-". . p. 892. Retrieved 1951.
• 2、 Baheti, Payal,Bouilhac, Cécile,Gimello, Olinda,Howdle, Steven M.,Lacroix-Desmazes, Patrick,Rheinberger, Timo,Wurm, Frederik R.. "Clean synthesis of linear and star amphiphilic poly(?-caprolactone)-: Block -poly(ethyl ethylene phosphonate) block copolymers: Assessing self-assembly and surface activity". . p. 3248 - 3261. Retrieved 2020.
• 3、 Stowel,Ueland,McClard. "The mild preparation of synthetically useful phosphonic dichlorides: Application to the synthesis of cyclic phosphonic diesters and diamides". . p. 3261 - 3262. Retrieved 1990.
• 4、 Saeidian, Hamdollah,Babri, Mehran,Abdoli, Morteza,Sarabadani, Mansour,Ashrafi, Davood,Naseri, Mohammad Taghi. "Microsynthesis and electron ionization mass spectral studies of O(S)-alkyl N,N-dimethyl alkylphosphono(thiolo)thionoamidates for Chemical Weapons Convention verification". . p. 2805 - 2814. Retrieved 2013/01/15.