O,O,S-Triethyl thiophosphate

Base Information

• Chemical Name: O,O,S-Triethyl thiophosphate
• CAS No.: 1186-09-0
• Molecular Formula: C6H15 O3 P S
• Molecular Weight: 198.223
• Hs Code.: 2920190090
• DSSTox Substance ID: DTXSID4073253
• Nikkaji Number: J80.068F
• Wikidata: Q82001624
• Mol file: 1186-09-0.mol

Synonyms:O,O,S-triethyl phosphorothioate;O,O,S-triethylphosphorothioate

Chemical Property of O,O,S-Triethyl thiophosphate

Chemical Property:

• Vapor Pressure: 0.0938mmHg at 25°C
• Boiling Point: 231.6°C at 760 mmHg
• Flash Point: 93.9°C
• PSA: 70.64000
• Density: 1.11g/cm³
• LogP: 2.92060
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 198.04795251
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

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

O,O,S-TriethylPhosphorothiolate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(OCC)SCC
• Uses: O,O,S-Triethyl Phosphorothiolate, is shown to have Morphogenesis and toxicological lung damage in rats. It is also an organophosphorus used as a pesticide.

Technology Process of O,O,S-Triethyl thiophosphate

There total 29 articles about O,O,S-Triethyl thiophosphate 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%

diethyl chlorophosphate (814-49-3) + sodium thioethylate (811-51-8) → O,O,S-triethyl phosphorothioate (1186-09-0)

Guidance literature:

In diethyl ether; at 20 ℃; for 1.5h;

DOI:10.1021/jp101720j

Reference yield: 89.0%

1-(ethylsulfanyl)pyrrolidine-2,5-dione (42839-22-5) + phosphonic acid diethyl ester (762-04-9) → O,O,S-triethyl phosphorothioate (1186-09-0)

Guidance literature:

In neat (no solvent); at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2019.150965

Reference yield: 82.0%

chloroethane (75-00-3) + phosphonic acid diethyl ester (762-04-9) → O,O,S-triethyl phosphorothioate (1186-09-0)

Guidance literature:

With sulfur; triethylamine; In hexane; at 45 ℃; for 15h; Temperature; Time; Inert atmosphere;

upstream raw materials:

ethyl bromide

O,O,O-triethyl phosphorothioate

ethyl isothiocyanate

sodium diethyl phosphite

Downstream raw materials:

ethanesulfonyl bromide

Diethyl phosphate

Ethanesulfonyl chloride

diethyl chlorophosphate

Refernces

• 1、 Jones, David J.,O'Leary, Eileen M.,O'Sullivan, Timothy P.. "A Robust Methodology for the Synthesis of Phosphorothioates, Phosphinothioates and Phosphonothioates". . . Retrieved 2020.
• 2、 Abbott, Amberashley,Sierakowski, Tim,Kiddle, James J.,Clark, Kristin K.,Mezyk, Stephen P.. "Detailed investigation of the radical-induced destruction of chemical warfare agent simulants in aqueous solution". . p. 7681 - 7685. Retrieved 2010.
• 3、 Jacobson et al.. "-". . p. 6064. Retrieved 1955.
• 4、 Mondal,Saha, Amit. "Benign synthesis of thiophosphates, thiophosphinates and selenophosphates in neat condition using N-chalcogenoimides as the source of electrophilic sulfur/selenium". supporting information. . Retrieved 2019/08/08.