O,O-Diethyl dithiophosphate

Base Information

• Chemical Name: O,O-Diethyl dithiophosphate
• CAS No.: 298-06-6
• Deprecated CAS: 40219-16-7
• Molecular Formula: C4H11O2PS2
• Molecular Weight: 186.236
• Hs Code.: 29209090
• European Community (EC) Number: 206-055-9,213-942-4
• NSC Number: 171184
• UNII: 02C5XR639P
• DSSTox Substance ID: DTXSID6027133
• Nikkaji Number: J2.033H
• Wikipedia: Diethyl_dithiophosphoric_acid,Ammonium_diethyl_dithiophosphate
• Wikidata: Q309536
• ChEMBL ID: CHEMBL1886492
• Mol file: 298-06-6.mol

Synonyms:O,O-diethyl dithiophosphate;O,O-diethyl dithiophosphate, ammonium salt;O,O-diethyl dithiophosphate, calcium salt;O,O-diethyl dithiophosphate, lead salt;O,O-diethyl dithiophosphate, potassium salt;O,O-diethyl dithiophosphate, sodium salt

Chemical Property of O,O-Diethyl dithiophosphate

Chemical Property:

• Vapor Pressure: 60Pa at 57℃
• Melting Point: <0 °C
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 232.669 °C at 760 mmHg
• PKA: -0.10±0.34(Predicted)
• Flash Point: 94.515 °C
• PSA: 99.16000
• Density: 1.214 g/cm³
• LogP: 2.86430
• Storage Temp.: 2-8°C
• Solubility.: 330g/l
• Water Solubility.: 330g/L at 25℃
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 185.99380893
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

99.9% ^*data from raw suppliers

PTGER4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: CCOP(=S)(OCC)S
• Uses: Diethylphosphorodithioate is an important pesticide intermediate, which can be used for the preparation of organophosphorus pesticides such as phorate, terbution, phosphine, etc.

Technology Process of O,O-Diethyl dithiophosphate

There total 22 articles about O,O-Diethyl dithiophosphate 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%

ethanol (64-17-5) → O,O-Diethyl hydrogen phosphorodithioate (298-06-6)

Guidance literature:

With tetraphosphorus decasulfide; at 100 ℃; for 20h;

Reference yield: 66.0%

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

Guidance literature:

diethyl phosphorochloridothioate; In tetrahydrofuran; at -78 ℃;

With sulfur; In tetrahydrofuran; at -33 ℃; for 0.5h;

DOI:10.1002/hc.10040

Reference yield: 39.5%

ethanol (64-17-5) → O,O,S-triethyl phosphorothioate (1186-09-0) + O,O,S-triethyl phosphorodithioate (2524-09-6) + O,O-Diethyl hydrogen phosphorodithioate (298-06-6) + O,O'-diethyl thiophosphoric acid (2465-65-8)

Guidance literature:

With tetraphosphorus decasulfide; In benzene; at 78 - 96 ℃; for 4.5h; Yields of byproduct given;

upstream raw materials:

dimethyl S-methyl phosphorodithioate

ethanol

O,O,S-triethyl phosphorodithioate

ethanethiol

Downstream raw materials:

dithiophosphoric acid O,O'-diethyl ester-S-(2-cyano-cyclohexyl ester)

terbufos

O,O-diethyl S-carboethoxymethyl phosphorodithioate

disulfidothiophosphoric acid O,O'-diethyl ester-S-S-(4-nitro-phenyl ester)

Refernces

• 1、 Assiri, Mohammed A.,Abdel-Kariem, Somaia M.,Ali, Tarik E.,Yahia. "A convenient route to novel fluorinated 1, 2, 4, 3-triazaphospholo[1, 5-a]pyridines and pyrido[1, 2-b][1, 2, 4, 5]triazaphosphinines". . p. 240 - 253. Retrieved 2018.
• 2、 Ali, Tarik E.,Assiri, Mohammed A.,Yahia. "Synthesis of novel 3-phenyl-2-oxido/sulfido-1,3,4,2-benzoxadiazaphosphepines". . p. 1828 - 1837. Retrieved 2018.
• 3、 Ali, Tarik E.,Assiri, Mohammed A.,El-Shaaer, Hafez M.,Abdel-Kariem, Somaia M.,Abdel-Monem, Wafaa R.,El-Edfawy, Somaya M.,Hassanin, Noha M.,Shati, Ali A.,Alfaifi, Mohammad Y.,Elbehairi, Serag Eldin I.. "Synthesis and in vitro antimicrobial, antioxidant, and antiproliferative activities of some new pyrano[2,3-c]pyrazoles containing 1,2-azaphospholes, 1,3,2-diazaphosphinines and phosphonate moieties". supporting information. p. 2478 - 2497. Retrieved 2021/06/30.
• 4、 -. "Green synthesis technology of O,O-diethyl thiophosphoryl chloride". Paragraph 0029; 0030; 0031; 0036; 0037; 0038; 0043; 0044. . Retrieved 2019/03/06.