O,O-Diethyl S-methyl phosphorothioate

Base Information

• Chemical Name: O,O-Diethyl S-methyl phosphorothioate
• CAS No.: 2404-05-9
• Molecular Formula: C5H13O3PS
• Molecular Weight: 184.196
• UNII: RGL8L4EX22
• DSSTox Substance ID: DTXSID90178782
• Nikkaji Number: J80.477K
• Wikidata: Q83049261
• Mol file: 2404-05-9.mol

Synonyms:O,O-DIETHYL S-METHYL PHOSPHOROTHIOATE;Phosphorothioic acid, O,O-diethyl S-methyl ester;2404-05-9;BRN 1704610;RGL8L4EX22;AI3-29642;UNII-RGL8L4EX22;SCHEMBL1358456;DTXSID90178782;diethyl (methylsulfanyl)phosphonate;O,O'-Diethyl S-methyl thiophosphate;AKOS006229850;O,O-Diethyl S-methyl thiophosphate #;LS-108662;Thiophosphoric acid O,O-diethyl S-methyl ester;Phosphorothioic acid, o,o'-diethyl s-methyl ester

Chemical Property of O,O-Diethyl S-methyl phosphorothioate

Chemical Property:

• Vapor Pressure: 0.262mmHg at 25°C
• Boiling Point: 211.6°C at 760 mmHg
• Flash Point: 81.8°C
• Density: 1.137g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 184.03230244
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(OCC)SC

Technology Process of O,O-Diethyl S-methyl phosphorothioate

There total 24 articles about O,O-Diethyl S-methyl phosphorothioate 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: 78.0%

methanesulphonyl hydrazide (10393-86-9) + phosphonic acid diethyl ester (762-04-9) → O,O-diethyl S-methyl phosphorothioate (2404-05-9)

Guidance literature:

With copper(l) iodide; oxygen; In 1,4-dioxane; at 80 ℃; for 4h;

DOI:10.1002/adsc.201400116

Reference yield: 77.0%

O,O'-diethyl thiophosphoric acid (2465-65-8) + N,N'-dicyclohexyl-O-methyl isourea (6257-10-9) → Thiophosphorsaeure-O,O-diethyl-O-methylester (15959-01-0) + O,O-diethyl S-methyl phosphorothioate (2404-05-9)

Guidance literature:

In benzene; Yields of byproduct given; Heating;

DOI:10.1055/s-1986-31592

Reference yield: 69.0%

Diethyl phosphonate (762-04-9,123-22-8) + dimethyl sulfoxide (67-68-5,8070-53-9) → O,O-diethyl S-methyl phosphorothioate (2404-05-9)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In acetonitrile; at 80 ℃; for 1h;

DOI:10.1080/10426507.2011.634467

upstream raw materials:

diazomethane

diethyl ether

O,O'-diethyl thiophosphoric acid

methyl thiocyanate

Downstream raw materials:

methanesulfonic acid

diethyl methyl phosphate

triethyl phosphate

Diethyl phosphate

Refernces

• 1、 Kumaraswamy, Gullapalli,Raju, Ragam. "Copper(I)-induced sulfenylation of H-phosphonates, H-phosphonites and phosphine oxides with aryl/alkylsulfonylhydrazides as a thiol surrogate". . p. 2591 - 2598. Retrieved 2014/09/29.
• 2、 Lu, Zhong-Lin,Neverov, Alexei A.,Brown, R. Stan. "An ortho-palladated dimethylbenzylamine complex as a highly efficient turnover catalyst for the decomposition of P=S insecticides. Mechanistic studies of the methanolysis of some P=S-containing phosphorothioate triesters". . p. 3379 - 3387. Retrieved 2007/10/03.