O,O-Diethyl S-phenyl phosphorothioate

Base Information

• Chemical Name: O,O-Diethyl S-phenyl phosphorothioate
• CAS No.: 1889-58-3
• Molecular Formula: C10H15O3PS
• Molecular Weight: 246.267
• DSSTox Substance ID: DTXSID20940398
• Nikkaji Number: J513.756J
• Wikidata: Q82917040
• ChEMBL ID: CHEMBL3263311
• Mol file: 1889-58-3.mol

Synonyms:O,O-Diethyl S-phenyl phosphorothioate;1889-58-3;diethoxyphosphorylsulfanylbenzene;Phosphorothioic acid, O,O-diethyl S-phenyl ester;C10H15O3PS;diethyl (phenylsulfanyl)phosphonate;CHEMBL3263311;SCHEMBL10699048;DTXSID20940398;O,O-DiethylS-phenylphosphorothioate;MFCD28010185;AKOS024256232;O,O-Diethyl S-phenyl thiophosphate #;O,O-Diethyl-S-phenyl-phosphorothioate;AS-67671;CS-0160367;C73617;Thiophosphoric acid O,O-diethyl S-phenyl ester;A880484

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

Chemical Property:

• Vapor Pressure: 0.000791mmHg at 25°C
• Boiling Point: 315.8°Cat760mmHg
• Flash Point: 144.8°C
• Density: 1.18g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 246.04795251
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOP(=O)(OCC)SC1=CC=CC=C1

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

There total 30 articles about O,O-Diethyl S-phenyl 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%

N-(phenylthio)succinimide (14204-24-1) + Diethyl phosphonate (762-04-9,123-22-8) → Succinimide (123-56-8,89963-74-6) + O,O-diethyl S-phenyl phosphorothioate (1889-58-3)

Guidance literature:

In benzene; for 20h; Ambient temperature;

DOI:10.1246/cl.1980.695

Reference yield: 99.0%

thiophenol (108-98-5) + phosphonic acid diethyl ester (762-04-9) → O,O-diethyl S-phenyl phosphorothioate (1889-58-3)

Guidance literature:

With dmap; bis[3,5-bis(trifluoromethyl)diphenyl] diselenide; In acetonitrile; at 20 ℃; for 20h;

DOI:10.1021/acs.orglett.0c01858

Reference yield: 95.0%

benzenediazonium tetrafluoroborate (369-57-3) + phosphonic acid diethyl ester (762-04-9) → O,O-diethyl S-phenyl phosphorothioate (1889-58-3)

Guidance literature:

phosphonic acid diethyl ester; With copper(II) bis(trifluoromethanesulfonate); sulfur; triethylamine; In acetonitrile; at 20 ℃; for 0.333333h; Schlenk technique; Inert atmosphere; Green chemistry;

benzenediazonium tetrafluoroborate; In acetonitrile; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.6b00925

upstream raw materials:

benzene diazonium chloride

sodium diethylthiophosphate

benzenesulfonyl chloride

triethyl phosphite

Downstream raw materials:

Diethyl phosphate

benzenesulfonic acid

phenylsulphur trifluoride

phenylsulfur(VI) trifluoridoxide

Refernces

• 1、 Wang, Lin,Ni, Shengyang,Cornella, Josep. "Validation of Arylphosphorothiolates as Convergent Substrates for Ar-SF 4Cl and Ar-SF 5Synthesis". supporting information. p. 4308 - 4312. Retrieved 2021/06/02.
• 2、 Handoko,Benslimane, Zacharia,Arora, Paramjit S.. "Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds". supporting information. p. 5811 - 5816. Retrieved 2020/07/27.