2-CHLOROPHENYL DICHLOROTHIOPHOSPHATE

Base Information

• Chemical Name: 2-CHLOROPHENYL DICHLOROTHIOPHOSPHATE
• CAS No.: 68591-34-4
• Molecular Formula: C6H4Cl3OPS
• Molecular Weight: 261.496
• European Community (EC) Number: 623-532-0
• DSSTox Substance ID: DTXSID90411207
• Nikkaji Number: J1.167.465H
• Wikidata: Q82217760
• Mol file: 68591-34-4.mol

Synonyms:Phosphorodichlorodiothioic acid, O-(2-chlorophenyl)ester;

Chemical Property of 2-CHLOROPHENYL DICHLOROTHIOPHOSPHATE

Chemical Property:

• Vapor Pressure: 0.00131mmHg at 25°C
• Refractive Index: n20/D 1.587(lit.)
• Boiling Point: 242 °C(lit.)
• Flash Point: >230 °F
• PSA: 51.13000
• Density: 1.505 g/mL at 25 °C(lit.)
• LogP: 5.07150
• Storage Temp.: 2-8°C
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 259.878606
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

98%Min ^*data from raw suppliers

O-(2-CHLOROPHENYL) DICHLOROTHIOPHOSPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)OP(=S)(Cl)Cl)Cl

Technology Process of 2-CHLOROPHENYL DICHLOROTHIOPHOSPHATE

There total 3 articles about 2-CHLOROPHENYL DICHLOROTHIOPHOSPHATE 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: 96.0%

2-monochlorophenol (95-57-8) → phosphorodichloridothioic acid O-ortho-chlorophenyl ester (68591-34-4)

Guidance literature:

With trichlorothiophosphine; sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; water; for 8h; Ambient temperature;

DOI:10.1080/00397919608002624

Reference yield: 72.0%

trichlorothiophosphine (3982-91-0) + 2-monochlorophenol (95-57-8) → phosphorodichloridothioic acid O-ortho-chlorophenyl ester (68591-34-4)

Guidance literature:

2-monochlorophenol; With sodium hydroxide; In water; at 0 ℃;

trichlorothiophosphine; With tetrabutylammomium bromide; In dichloromethane; water; at 0 - 20 ℃; for 8h;

DOI:10.1016/j.poly.2012.07.033

Reference yield:

2-chlorophenoxyphosphorus dichloride (56225-92-4) → phosphorodichloridothioic acid O-ortho-chlorophenyl ester (68591-34-4)

Guidance literature:

With trichlorothiophosphine; sulfur; at 180 ℃;

DOI:10.1021/jo01105a025

upstream raw materials:

2-chlorophenoxyphosphorus dichloride

2-monochlorophenol

trichlorothiophosphine

Downstream raw materials:

C₆H₆ClO₃PS*C₇H₉N

C₂₀H₂₀ClN₂OPS

dibutyl 2-chlorophenyl thiophosphate

Thiophosphorohydrazidic acid O-(2-chloro-phenyl) ester O'-ethyl ester

Refernces

• 1、 Cheruvallath,Krotz,Cole,Ravikumar. "Solution phase synthesis of an oligodeoxyribonucleotide phosphorothioate for therapeutic applications". . p. 1625 - 1628. Retrieved 1997.
• 2、 Dehelean, Gheorghe,Iliescu, Smaranda,Ilia, Gheorghe,Popa, Adriana,Macarie, Lavinia,Pǎcureanu, Liliana. "Phase-transfer catalysis (ptc) in organophosphorus compounds synthesis. 1: Liquid-liquid PTC synthesis of phosphorodichloridothioic acid O-aryl esters". . p. 1293 - 1297. Retrieved 2007/10/03.
• 3、 Jadhav,Wadgaonkar,Salunkhe. "Synthesis of O,O,O-triaryl phosphorothioates and O-aryl phosphorodichloridothioates using poly(ethylene glycol) as a phase transfer catalyst". . p. 1473 - 1475. Retrieved 2007/10/03.