O,O,O,O-Tetraethyl monothiodiphosphate

Base Information

• Chemical Name: O,O,O,O-Tetraethyl monothiodiphosphate
• CAS No.: 645-78-3
• Molecular Formula: C8H20 O6 P2 S
• Molecular Weight: 306.257
• DSSTox Substance ID: DTXSID20983063
• Wikidata: Q82969936
• Mol file: 645-78-3.mol

Synonyms:Monothiono TEPP;645-78-3;O,O,O,O-Tetraethyl monothiodiphosphate;diethoxyphosphinothioyl diethyl phosphate;Fosarbin;Phosarbin;Pyrophos;MTST;Tetraethyl monothiopyrophosphate;Tetraethyl thioonopyrophosphate;Tetraethyl monothionopyrophosphate;BRN 1714018;Monothiopyrophosphoric acid, tetraethyl ester;Ethyl thiopyrophosphate ((EtO)2OPOPS(OEt)2);O,S-TEPP;4-01-00-01350 (Beilstein Handbook Reference);Thiodiphosphoric acid ((HO)2P(O)OP(S)(OH)2), tetraethyl ester;o,o,o,o-tetraethyl thiodiphosphate;C8H20O6P2S;SCHEMBL8094244;DTXSID20983063;C8-H20-O6-P2-S;LS-91644;O,S-TEPP 100 microg/mL in Acetonitrile;Thiopyrophosphoric acid ((HO)2(O)POP(S)(OH)2), tetraethyl ester

Chemical Property of O,O,O,O-Tetraethyl monothiodiphosphate

Chemical Property:

• Vapor Pressure: 0.0013mmHg at 25°C
• Boiling Point: 307.6°C at 760 mmHg
• Flash Point: 139.8°C
• PSA: 114.93000
• Density: 1.232g/cm³
• LogP: 4.13220
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 306.04558352
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

TetraethylThionopyrophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(OCC)OP(=S)(OCC)OCC

Technology Process of O,O,O,O-Tetraethyl monothiodiphosphate

There total 7 articles about O,O,O,O-Tetraethyl monothiodiphosphate 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: 77.0%

O,O'-diethyl thiophosphoric acid (2465-65-8) → O,O,O-triethyl phosphorothioate (126-68-1) + O,O,S-triethyl phosphorothioate (1186-09-0) + tetraethyl thiopyrophosphate (645-78-3) + 1,3-dicyclohexylthiourea (1212-29-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In diethyl ether; for 240h; Ambient temperature;

DOI:10.1021/jo00179a028

Reference yield: 77.0%

dicyclohexyl-carbodiimide (538-75-0) + O,O'-diethyl thiophosphoric acid (2465-65-8) → O,O,O-triethyl phosphorothioate (126-68-1) + O,O,S-triethyl phosphorothioate (1186-09-0) + tetraethyl thiopyrophosphate (645-78-3) + 1,3-dicyclohexylthiourea (1212-29-9)

Guidance literature:

In diethyl ether; for 240h; Mechanism; Product distribution; Ambient temperature; solvent: acetonitrile;

DOI:10.1021/jo00179a028

Reference yield:

pyridine (110-86-1) + Diethyl phosphate (598-02-7) + diethyl phosphorochloridothioate (2524-04-1) → Tetraethyl pyrophosphate (107-49-3) + tetraethyl thiopyrophosphate (645-78-3) + sulfotep (3689-24-5)

Guidance literature:

das Natrium-Salz reagiert;

DOI:10.1139/v56-235

upstream raw materials:

pyridine

Diethyl phosphate

diethyl phosphorochloridothioate

Cyclohexyl isocyanide

Downstream raw materials:

Tetraethyl pyrophosphate

Refernces

• 1、 Mikolajczyk, Marian,Kielbasinski, Piotr,Basinski, Wlodzimierz. "Reaction of Carbodiimides with Phosphorothioic, Phosphorodithioic, and Phosphoroselenoic Acids: Products, Intermediates, and Steps". . p. 899 - 908. Retrieved 2007/10/02.