O,O-Diethyl chlorothiophosphate

Base Information

• Chemical Name: O,O-Diethyl chlorothiophosphate
• CAS No.: 2524-04-1
• Deprecated CAS: 1081841-50-0
• Molecular Formula: C4H10ClO2PS
• Molecular Weight: 188.615
• Hs Code.: 29309099
• European Community (EC) Number: 219-755-4
• ICSC Number: 0448
• NSC Number: 43776
• UN Number: 2751
• UNII: A310QMF5Q0
• DSSTox Substance ID: DTXSID5027487
• Nikkaji Number: J34.649G
• Wikidata: Q1223252
• ChEMBL ID: CHEMBL3184078
• Mol file: 2524-04-1.mol

Synonyms:DECTP;diethyl chlorothiophosphate;O,O-diethyl chlorothiophosphate

Chemical Property of O,O-Diethyl chlorothiophosphate

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 1.4 mm Hg ( 50 °C)
• Melting Point: - 75 °C
• Refractive Index: n20/D 1.472(lit.)
• Boiling Point: 187.5 °C at 760 mmHg
• Flash Point: 75.8 °C
• PSA: 60.36000
• Density: 1.251 g/cm³
• LogP: 3.17330
• Water Solubility.: hydrolyzes, immiscible
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 187.9827654
• Heavy Atom Count: 9
• Complexity: 109

Purity/Quality:

Diethyl Chlorothiophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,T+
• Hazard Codes: T,T+
• Statements: 23/24/25-34-26-21/22
• Safety Statements: 23-26-36/37/39-45-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=S)(OCC)Cl
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Inhalation of the vapour may cause lung oedema. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Cholinesterase inhibition. Cumulative effects are possible. See Acute Hazards/Symptoms.
• Uses: Diethyl Chlorothiophosphate is used in the preparation of various organophosporus insecticide including Flupyrazofos (F598620) and Chlorpyrifos (C425300).

Technology Process of O,O-Diethyl chlorothiophosphate

There total 32 articles about O,O-Diethyl chlorothiophosphate 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: 100.0%

diethoxyoxophosphoranesulfenyl chloride (1186-08-9) → diethyl phosphorochloridothioate (2524-04-1)

Guidance literature:

With triphenylphosphine; In dichloromethane; at -100 ℃;

DOI:10.1021/jo00044a035

Reference yield: 99.5%

phosphonic acid diethyl ester (762-04-9) → diethyl phosphorochloridothioate (2524-04-1)

Guidance literature:

With chlorine; at 20 - 45 ℃; Reagent/catalyst; Temperature;

Reference yield: 96.0%

diethyl phosphorylchloridite (589-57-1) + O,O-Diethyl hydrogen phosphorodithioate (298-06-6) → diethyl phosphorochloridothioate (2524-04-1)

Guidance literature:

With aluminum (III) chloride; chlorine; at 35 ℃; for 8h;

upstream raw materials:

O,O'-diethyl thiophosphonate

O-ethyl dichlorothiophosphate

ethanol

magnesium ethylate

Downstream raw materials:

Tetraethyl pyrophosphate

tetraethyl thiopyrophosphate

sulfotep

O,O-diethyl-phthalimido phosphorothioate

Refernces

• 1、 Michalski,J. et al.. "-". . p. 1743 - 1748. Retrieved 1969.
• 2、 -. "Diazinon hapten and artificial antigen, preparation method and application thereof". Paragraph 0025; 0026. . Retrieved 2020/10/04.
• 3、 -. "Synthesis method of O, O-dialkyl thiphosphoryl chloride". Paragraph 0042; 0043; 0048-0051. . Retrieved 2018/08/28.