O,O,O-Triethyl phosphorothioate

Base Information

• Chemical Name: O,O,O-Triethyl phosphorothioate
• CAS No.: 126-68-1
• Molecular Formula: C6H15 O3 P S
• Molecular Weight: 198.223
• Hs Code.: 2920190090
• European Community (EC) Number: 204-797-8
• NSC Number: 2650
• UNII: QPV9MGL8YC
• DSSTox Substance ID: DTXSID7059567
• Nikkaji Number: J34.690J
• Wikidata: Q81988861
• Mol file: 126-68-1.mol

Synonyms:O,O,O-triethyl phosphorothioate;OOO-EtS

Chemical Property of O,O,O-Triethyl phosphorothioate

Chemical Property:

• Vapor Pressure: 0.46mmHg at 25°C
• Melting Point: >280 °C (decomp)
• Refractive Index: 1.4480
• Boiling Point: 200.4°Cat760mmHg
• Flash Point: 75°C
• PSA: 69.59000
• Density: 1.109g/cm³
• LogP: 2.97100
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 198.04795251
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99%, ^*data from raw suppliers

O,O'',O''''-TriethylPhosphorothioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion, cholinesterase inhibitor.
• Hazard Codes: Toxic by ingestion, cholinesterase inhibitor.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOP(=S)(OCC)OCC
• Uses: Plasticizer, lubricant additive, antifoam agent, hydraulic fluid, intermediate.

Technology Process of O,O,O-Triethyl phosphorothioate

There total 51 articles about O,O,O-Triethyl 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: 99.0%

triethyl phosphite (122-52-1) → O,O,O-triethyl phosphorothioate (126-68-1)

Guidance literature:

With N,N'-dimethylthioperoxydicarbamic acid; In acetonitrile; at 20 ℃;

DOI:10.1081/NCN-120021968

Reference yield: 91.0%

diphenyl-4,5 dithiole-1,3 thiones-2 (17534-37-1) → tetraphenyl-[2,2']bi[1,3]dithiolylidene (23780-79-2) + O,O,O-triethyl phosphorothioate (126-68-1)

Guidance literature:

With triethyl phosphite; In acetonitrile; for 16h; Irradiation;

DOI:10.1039/c39850001803

Reference yield: 78.2%

sodium ethanolate (141-52-6) + diethyl phosphorochloridothioate (2524-04-1) → O,O,O-triethyl phosphorothioate (126-68-1)

Guidance literature:

In ethanol; at 20 ℃; for 14h;

DOI:10.1021/jf051520m

upstream raw materials:

1,2-epithio-3-methoxypropane

triethyl phosphite

cyclohexene sulfide

diethyl ether

Downstream raw materials:

O,O,S-triethyl phosphorothioate

triethyloxonium hexachloroantimonate

O,O-diethyl S-methyl phosphorothioate

triethyl phosphate

Refernces

• 1、 Bunyan,Cadogan. "". . p. 2953,2957. Retrieved 1962.
• 2、 Song, Quanlai,Wang, Zhiwei,Sanghvi, Yogesh S.. "A short, novel, and cheaper procedure for oligonucleotide synthesis using automated solid phase synthesizer". . p. 629 - 633. Retrieved 2003.
• 3、 Lewkowski, Jaroslaw,Mortier, Jacques,Vaultier, Michel. "The study of the reaction between thiophosphoryl esters and boron tribromide. The synthesis of oxathiaphosphaboretanes". . p. 1 - 14. Retrieved 2000.
• 4、 Pudovik, M. A.,Ostanina, I. L.,Pudovik, A. N.. "REACTION OF SULFONYL CHLORIDES AND CHLOROPHOSPHATES WITH 1,3,2-DIHETEROPHOSPHOLANES". . p. 1683 - 1686. Retrieved 1983.
• 5、 Kowalski, J.,Chojnowski, J.,Michalski, J.. "REACTIONS OF TRIORGANOSILYLSULFENYL HALIDES WITH SOME NUCLEOPHILES". . p. 1 - 6. Retrieved 1983.
• 6、 Gaydou,E. et al.. "". . p. 239 - 242. Retrieved 1971.
• 7、 Wallin, Richard,Kalek, Marcin,Bartoszewicz, Agnieszka,Thelin, Mats,Stawinski, Jacek. "On the sulfurization of h-phosphonate diesters and phosphite triesters using elemental sulfur". scheme or table. p. 908 - 916. Retrieved 2009/12/07.
• 8、 Hanusek, Jiri,Russell, Mark A.,Laws, Andrew P.,Jansa, Petr,Atherton, John H.,Fettes, Kevin,Page, Michael I.. "Mechanism of the sulfurisation of phosphines and phosphites using 3-amino-1,2,4-dithiazole-5-thione (xanthane hydride)". . p. 478 - 484. Retrieved 2008/03/27.