1889-58-3

Basic information

• Product Name: O,O-diethyl S-phenyl phosphorothioate
• Synonyms: DIETHYL PHENYL PHOSPHOROTHIOATE; Diethyl phenyl thiophosphate; O,O-Diethyl S-phenyl phosphorothioate; o,o-Diethyl S-phenyl thiophosphate; Phosphorothioic acid, O,O-diethyl S-phenyl ester
• CAS NO: 1889-58-3
• Molecular Formula: C₁₀H₁₅O₃PS
• Molecular Weight: 246.2631
• Mol File: 1889-58-3.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 315.8°C at 760 mmHg
• Flash Point: 144.8°C
• Density: 1.18g/cm³
• Vapor Pressure: 0.000791mmHg at 25°C
• Refractive Index: 1.521
• CAS DataBase Reference: O,O-diethyl S-phenyl phosphorothioate(CAS DataBase Reference)
• NIST Chemistry Reference: O,O-diethyl S-phenyl phosphorothioate(1889-58-3)
• EPA Substance Registry System: O,O-diethyl S-phenyl phosphorothioate(1889-58-3)

Safety Data

• Hazardous Substances Data: 1889-58-3(Hazardous Substances Data)

Usage

General Description

O,O-Diethyl S-phenyl phosphorothioate, also known as parathion, is an organophosphate insecticide and acaricide that is commonly used in agricultural settings to control a wide range of pests. It works by inhibiting the activity of the enzyme acetylcholinesterase, leading to the accumulation of the neurotransmitter acetylcholine and ultimately causing paralysis and death in the targeted pests. However, it is highly toxic to humans and other non-target organisms, and can cause a range of adverse health effects including nausea, dizziness, respiratory failure, and even death in severe cases. Due to its high toxicity and potential for environmental harm, the use of parathion is heavily regulated in many countries.

Upstream product

• 100-34-5 benzene diazonium chloride 
• 5852-63-1 sodium diethylthiophosphate 
• 931-59-9 benzenesulfenyl chloride 
• 122-52-1 triethyl phosphite 
• 762-04-9 phosphonic acid diethyl ester 
• 882-33-7 diphenyldisulfane 
• 4837-31-4 4-Phenylsulfanyl-morpholine 
• 762-04-9 Diethyl phosphonate 
• 814-49-3 diethyl chlorophosphate 
• 108-98-5 thiophenol 
• 97807-43-7 1-nitro-2,2-diphenyl-1-(phenylthio)ethylene 
• 4403-51-4 bis(diethylphosphoryl)disulfide 
• 2465-65-8 Thiophosphorsaeure-O,O-diethylester 
• 873-55-2 sodium benzenesulfonate 

Downstream Products

• 1498-51-7 ethyl phosphodichloridite 
• 672-36-6 phenylsulphur trifluoride 
• 74321-39-4 phenylsulfur(VI) trifluoridoxide 
• 203126-16-3 phenyltetrafluoro-λ⁶-sulfanyl chloride 
• 303174-10-9 diethyl N-(4-methylphenyl)methylphosphoramidate 
• 53640-96-3 diethyl N-benzylphosphoramidate 
• 98643-06-2 diethyl N-(4-methoxyphenyl)methylphosphoramidate 
• 867-17-4 diethyl methyl phosphate 
• 108-98-5 thiophenol 
• 598-02-7 Diethyl phosphate 

Relevant articles and documents

Validation of Arylphosphorothiolates as Convergent Substrates for Ar-SF 4Cl and Ar-SF 5Synthesis

In this manuscript we describe the oxidative fluorination of aryl phosphorothiolates to access Ar-SF4Cl compounds. These compounds serve as precursors for the highly coveted Ar-SF5 compounds. The use of phosphorothiolates as starting materials permits access to Ar-SF4Cl from a wide variety of available starting materials, namely boronic acids, diazonium salts, aryl iodides, thiophenols, or simple arenes. The protocol has been demonstrated for 10 examples and showed good tolerance to various functional groups. Finally, we demonstrated that AgBF4 can be used as a fluorinating agent, affording good yields of an Ar-SF5.

A green and efficient route for P ? S ? C bond construction using copper ferrite nanoparticles as catalyst: a TD-DFT study

Magnetic nanoparticles of CuFe2O4 were applied as catalyst system for one-pot thiophosphate synthesis via the reaction of aryl sulfonyl chlorides with H-phosphonates under conventional heating conditions. This is an extremely efficient and green method for thiophosphate synthesis under base- and solvent-free conditions. Various thiophosphates were obtained in good to excellent yields under the optimized reaction conditions in a short time. The catalyst can be easily recycled from the reaction by an external magnetic field and reused for the next run. In this study, TD-DFT B3LYP/6-31 + G(d) calculations are in good accord with the experimental results. A comparison between experimental and theoretical UV-vis absorption spectra of the thiophosphate 3k has been carried out; and a small hypsochromic shift (only ～ 2 nm) was displayed at maximum absorption. The aim of this work is to investigate the best method and basis set for thiophosphate compounds; therefore, predictions for these compounds can be performed in theoretical studies.

Accelerating Electrochemical Synthesis through Automated Flow: Efficient Synthesis of Chalcogenophosphites

Integrated electrochemical reactors in automated flow systems have been utilised for chalcogenophosphite formations. Multiple electrochemical reactions can be performed using a programmed sequence in a fully autonomous way. Differently functionalised chal