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

• 98-09-9 benzenesulfonyl chloride 
• 122-52-1 triethyl phosphite 
• 931-59-9 benzenesulfenyl chloride 
• 5285-87-0 phenyl thiocyanate 
• 14204-24-1 N-(phenylthio)succinimide 
• 762-04-9 Diethyl phosphonate 
• 4403-51-4 bis(diethylphosphoryl)disulfide 
• 2465-65-8 Thiophosphorsaeure-O,O-diethylester 
• 762-04-9 phosphonic acid diethyl ester 
• 98-80-6 phenylboronic acid 
• 108-98-5 thiophenol 
• 78-40-0 triethyl phosphate 
• 29627-34-7 4-(phenyldisulfanyl)toluene 
• 882-33-7 diphenyldisulfane 

Downstream Products

• 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 
• 1498-51-7 ethyl phosphodichloridite 
• 598-02-7 Diethyl phosphate 
• 98-11-3 benzenesulfonic acid 
• 149794-58-1 diethyl (2-mercaptophenyl)phosphonate 
• 947-34-2 O,O-diethyl S-phenyl phosphorodithioate 
• 38902-34-0 thiophosphoric acid O-ethyl ester-S-phenyl ester 

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.

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

Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds

We report a diaryldiselenide catalyst for cross-dehydrogenative nucleophilic functionalization of hydrophosphoryl compounds. The proposed organocatalytic cycle closely resembles the mechanism of the Atherton-Todd reaction, with the catalyst serving as a recyclable analogue of the halogenating agent employed in the named reaction. Phosphorus and selenium NMR studies reveal the existence of a P-Se bond intermediate, and structural analyses indicate a stereospecific reaction.