(2-Chloroethyl)phosphonic dichloride

Base Information

• Chemical Name: (2-Chloroethyl)phosphonic dichloride
• CAS No.: 690-12-0
• Molecular Formula: C2H4 Cl3 O P
• Molecular Weight: 181.386
• Hs Code.: 2931900090
• European Community (EC) Number: 211-715-4
• NSC Number: 176276
• UNII: AV96WW2LLK
• DSSTox Substance ID: DTXSID00219039
• Nikkaji Number: J206.003E
• Wikidata: Q83095930
• Mol file: 690-12-0.mol

Synonyms:690-12-0;(2-Chloroethyl)phosphonic dichloride;(2-chloroethyl)phosphonoyl dichloride;Phosphonic dichloride,P-(2-chloroethyl)-;AV96WW2LLK;EINECS 211-715-4;NSC-176276;1-chloro-2-dichlorophosphorylethane;NSC176276;C2H4Cl3OP;UNII-AV96WW2LLK;C2-H4-Cl3-O-P;SCHEMBL4860082;2-chloroethylphosphonic dichloride;DTXSID00219039;2-chloroethanephosphonic dichloride;CHLOROETHYL DICHLOROPHOSPHATE;(2-chloroethyl)phosphonoyldichloride;2-Chloroethyldichlorophosphine oxide;AKOS006282598;AB86732;NSC 176276;2-chloroethanephosphonic acid dichloride;2-CHLOROETHANEPHOSPHONYL CHLORIDE;2-chloroethane phosphonic acid dichloride;2-chloroethane-phosphonic acid dichloride;.BETA.-CHLOROETHYLPHOSPHONYL DICHLORIDE;P-(2-CHLOROETHYL)PHOSPHONIC DICHLORIDE;(.BETA.-CHLOROETHYL)PHOSPHORYL DICHLORIDE;PHOSPHONIC DICHLORIDE, P-(2-CHLOROETHYL)-;F8880-3468

Chemical Property of (2-Chloroethyl)phosphonic dichloride

Chemical Property:

• Vapor Pressure: 0.035mmHg at 25°C
• Boiling Point: 250.1°C at 760 mmHg
• Flash Point: 105.1°C
• PSA: 26.88000
• Density: 1.513g/cm³
• LogP: 2.89590
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 179.906535
• Heavy Atom Count: 7
• Complexity: 86.9

Purity/Quality:

99% ^*data from raw suppliers

(2-CHLOROETHYL)PHOSPHONIC DICHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)P(=O)(Cl)Cl

Technology Process of (2-Chloroethyl)phosphonic dichloride

There total 9 articles about (2-Chloroethyl)phosphonic 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: 5.0%

bis(2-chloroethyl) 2-chloroethylphosphonate (6294-34-4) → (2-chloroethyl)phosphonic dichloride (690-12-0) + O-(β-chloroethyl)-β-chloroethylphosphonyl chloride (34045-35-7)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; 1) 22 h, reflux, 2) 10 h, 135 deg C (bomb tube);

Reference yield:

1,2-dichloro-ethane (107-06-2,52399-93-6) → (2-chloroethyl)phosphonic dichloride (690-12-0)

Guidance literature:

With aluminium trichloride; phosphorus trichloride; Beim Behandeln des Reaktionsprodukts mit H₂O;

DOI:10.1097/01.LAB.0000017363.11489.AD

Reference yield:

bis(2-chloroethyl) 2-chloroethylphosphonate (6294-34-4) → vinyldichlorophosphine oxide (1438-74-0) + (2-chloroethyl)phosphonic dichloride (690-12-0)

Guidance literature:

With phosgene; iron(III) chloride; at 150 ℃; for 4h; Temperature; Reagent/catalyst; Large scale;

upstream raw materials:

ethene

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

bis(2-chloroethyl) 2-chloroethylphosphonate

1,2-dichloro-ethane

Downstream raw materials:

diethyl 2-chloroethylphosphonate

vinyldichlorophosphine oxide

dibenzyl (2-chloroethyl)phosphonate

2-chloroethylphosphonic acid

Refernces

• 1、 Jonas,Schliebs. "". . p. 637. Retrieved 1969.
• 2、 -. "Joint production method of ethephon and vinylphosphonic acid". Paragraph 0014; 0015; 0016. . Retrieved 2018/02/04.
• 3、 Roy, N. K.,Taneja, H. K.. "Synthesis and Antifungal Activity of O-Methyl-O-aryl-2-chloroethyl Phosphonates and Bisaryl-2-chloroethyl Phosphonates". . p. 42 - 43. Retrieved 2007/10/02.