1889-58-3

Usage

Uses

Used in Agricultural Industry:
O,O-Diethyl S-phenyl phosphorothioate is used as an insecticide and acaricide for controlling a wide range of pests in various crops. It is effective in protecting plants from damage caused by insects and mites, thereby ensuring higher crop yields and quality.
However, due to its high toxicity and potential for environmental harm, the use of parathion in agriculture is subject to strict regulations and guidelines. It is important to follow proper application methods and safety measures to minimize exposure to humans and non-target organisms, as well as to reduce the risk of environmental contamination. Alternative pest control methods, such as integrated pest management (IPM), should also be considered to reduce reliance on highly toxic chemicals like parathion.

Upstream product

• 100-34-5 benzene diazonium chloride 
• 5852-63-1 sodium diethylthiophosphate 
• 98-09-9 benzenesulfonyl chloride 
• 122-52-1 triethyl phosphite 
• 931-59-9 benzenesulfenyl chloride 
• 5285-87-0 phenyl thiocyanate 
• 762-04-9 phosphonic acid diethyl ester 
• 882-33-7 diphenyldisulfane 
• 80304-05-8 Phenyl-pentachlorophenyl-disulfid 
• 4837-31-4 4-Phenylsulfanyl-morpholine 
• 762-04-9 Diethyl phosphonate 
• 14204-24-1 N-(phenylthio)succinimide 
• 814-49-3 diethyl chlorophosphate 
• 108-98-5 thiophenol 

Downstream Products

• 38902-34-0 thiophosphoric acid O-ethyl ester-S-phenyl ester 
• 947-34-2 O,O-diethyl S-phenyl phosphorodithioate 
• 149794-58-1 diethyl (2-mercaptophenyl)phosphonate 
• 598-02-7 Diethyl phosphate 
• 98-11-3 benzenesulfonic acid 
• 1498-51-7 ethyl phosphodichloridite 
• 867-17-4 diethyl methyl phosphate 
• 108-98-5 thiophenol 
• 98643-06-2 diethyl N-(4-methoxyphenyl)methylphosphoramidate 
• 53640-96-3 diethyl N-benzylphosphoramidate 
• 303174-10-9 diethyl N-(4-methylphenyl)methylphosphoramidate 

Relevant academic research and scientific papers

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.

Nickel-Catalyzed Difunctionalization of Alkynyl Bromides with Thiosulfonates and N -Arylthio Succinimides: A Convenient Synthesis of 1,2-Thiosulfonylethenes and 1,1-Dithioethenes

An efficient nickel-catalyzed vicinal thiosulfonylation of 1-bromoalkynes with thiosulfonates in the presence of cesium carbonate is described. An operationally simple and highly regioselective atom transfer radical addition (ATRA) of alkynyl bromides provides a wide range of (E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields. The extensive substrate scope of both alkynyl bromides and thiosulfonates is explored with a broad range of functional groups. Indole-derived 1,1-bromoalkenes were also successfully explored in this 1,2-thiosulfonylation process. Moreover, the nickel-catalyzed geminal -dithiolation of alkynyl bromides with N -arylthio succinimides provides 1,1-dithioalkenes in high yields. The present protocol is reliable on gram scale, and a sequential one-pot bromination and thiosulfonylation of phenylacetylene is achieved in a scale-up synthesis. Following control experiments, a plausible mechanism is proposed to rationalize the experimental outcome and the vicinal thio-sulfonylation.

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

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.

Benign synthesis of thiophosphates, thiophosphinates and selenophosphates in neat condition using N-chalcogenoimides as the source of electrophilic sulfur/selenium

A neat reaction protocol has been developed for synthesis of thiophosphate, thiophosphinate and selenophosphate compounds. N-chalcogenoimides have been used for chalcogenylation of P(O)H moieties of various H-phosphonates under solvent, catalyst and base free condition at room temperature in aerial atmosphere. Both S-aryl and S-alkyl phosphorothioate compounds were prepared by this method in good yields. Selenophosphates were also synthesized using N-(phenylseleno)phthalimide under solvent free condition.

Electrochemical Dehydrogenative Phosphorylation of Thiols

We report herein a new approach for the synthesis of organothiophosphates from phosphonates and thiols through electrochemical reaction. The reactions were conducted without the addition of oxidant, transition-metal base, or base at room temperature. This

Tf2O-Promoted Activating Strategy of Phosphate Analogues: Synthesis of Mixed Phosphates and Phosphinate

A metal-, toxic chloride reagent-free activating strategy of various phosphates has been developed. This method enables the facile synthesis of functional phosphates such as alkyl phosphates, aza phosphates, thiophosphate, and mixed diaryl phosphates. A transient phosphorylpyridin-1-ium species in situ generated from phosphates with Tf2O/pyridine readily undergoes a substitution reaction with diverse nucleophiles to form versatile phosphate compounds.

Base-controlled Fe(Pc)-catalyzed aerobic oxidation of thiols for the synthesis of S-S and S-P(O) bonds

Fe(Pc)-Catalyzed aerobic oxidation of thiols for the synthesis of disulfides has been developed under mild reaction conditions. In addition, an aerobic oxidative cross-dehydrogenative coupling (CDC) reaction of thiols with P(O)-H compounds (H-phosphonates and H-phosphine oxide) for the formation of S-P(O) bonds has been demonstrated under the Fe(Pc) catalysis system with a base additive. Control experiments revealed that the use of a base (DIPA) in this system controls the synthetic pathways in which thiophosphates are formed.

Fast and transition metal-free general method for the preparation of chalcogenophosphates

In the presence of Cs2CO3 and I2, the coupling reaction of dialkyl phosphites with dichalcogenides (S, Se and Te) proceeds efficiently and completes in several minutes under mild conditions, affording the corresponding cha