13286-32-3

Usage

Uses

Used in Pesticide Industry:
Thiophosphoric acid O,O-diethyl S-benzyl ester is used as a pesticide and insecticide for controlling and eliminating various pests. Its application in this industry is due to its effectiveness in disrupting the nervous systems of insects, leading to their paralysis and death.
Used in Insecticide Industry:
In the insecticide industry, Thiophosphoric acid O,O-diethyl S-benzyl ester is utilized for its potent action against a wide range of insects. Its use is justified by its ability to inhibit acetylcholinesterase, causing a buildup of acetylcholine and leading to the insect's eventual demise.

InChI:InChI=1/C11H17O3PS/c1-3-13-15(12,14-4-2)16-10-11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3

Upstream product

• 28519-17-7 thiophosphoric acid O-benzyl ester O',O''-diethyl ester 
• 100-44-7 benzyl chloride 
• 5852-63-1 sodium diethylthiophosphate 
• 762-04-9 phosphonic acid diethyl ester 
• 3012-37-1 benzyl thiocyanate 
• 122-52-1 triethyl phosphite 
• 150-60-7 dibenzyl disulphide 
• 6738-17-6 O-benzyl-N,N'-dicyclohexylisourea 
• 2465-65-8 O,O'-diethyl thiophosphoric acid 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 762-04-9 Diethyl phosphonate 
• 100-53-8 phenylmethanethiol 
• 2465-65-8 Thiophosphorsaeure-O,O-diethylester 

Downstream Products

• 66998-67-2 2-benzylsulfonylethyl chloride 
• 66998-66-1 ((2-bromoethylsulfonyl)methyl)benzene 
• 17075-10-4 phenylmethanesulfonyl bromide 
• 598-02-7 Diethyl phosphate 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 1939-99-7 benzenesulfonyl chloride 
• 1498-51-7 ethyl phosphodichloridite 

Relevant academic research and scientific papers

A New, Efficient Synthesis of Thioloesters

The reaction between phosphorothioic and thiocarboxylic acids and O-alkyl-N,N-dicyclohexylisoureas has been found to give the corresponding phosphorothiolates and thiolocarboxylates in high yields (65-95percent), providing a new method for the thiophosphorylation and thiocarboxylation of alcohols.

Reactions of Disulfides with Silyl Phosphites to Generate Thiophosphates Under Neat Conditions

An efficient procedure for the synthesis of thiophosphates is described. Without using any metallic catalyst or base, the direct sulfur–phosphorus coupling reaction of disulfides and dialkyl trimethylsilyl phosphite (DTSP) was carried out under solvent-fr

A convenient method for the synthesis of phosphorothioates and their anticholinesterase activites

A simple, efficient, and general method has been developed for the synthesis of phosphorothioates through a one-pot reaction of alkyl halides with the mixture of diethyl phosphite in the presence of NH4OAc/S/CaO under solvent-free conditions. T

Easy access to phosphonothioates.

A new and particularly mild method for the formation of phosphorus-sulfur bonds has been achieved through base-catalyzed addition of thiocyanate to the corresponding H-phosphine oxide, phosphinate, or phosphonate. This reaction procedure offers many advantages: the use as starting material of a stable and not oxygen-sensitive phosphorus(v) species, particularly mild and nonaqueous reaction conditions and workup (a pivotal point for these sensitive phosphonothioates), and, through optimized access to thiocyanates, a wider scope of substrates. This method has been applied to achieve the synthesis of substrate analogues for the study of antibody-catalyzed hydrolysis of acetylcholinesterase inhibitor PhX (11).

Sulfonyl-Promoted Michaelis-Arbuzov-Type Reaction: An Approach to S/Se-P Bonds

By facilitating the chemical conversion of thiols to thiosulfonates, phosphoramidite/phosphite bearing sp3-hybridized carbon serves as an ideal coupling material to forge new connections at room temperature. In this work, a functional group-induced, additive-free, novel, S-P bond-forming approach is presented. This protocol exhibits good functional group tolerance with wide applications that include phosphorylation of cysteine derivatives, development of a one-pot approach to mixed unsymmetrical thiophosphonates, and extension of the concept to different Se-P bonds. Meticulously, our reaction also generated a S-P bond against cyclic 1,2-dithiane-1-dioxide in a byproduct-free manner. These Michaelis-Arbuzov-type reactions are easy to conduct, work efficiently in a reduced reaction time, and are applicable to gram-scale preparation as well.

Photoinduced Decarboxylative Phosphorothiolation of N-Hydroxyphthalimide Esters

A visible-light-induced protocol for the synthesis of phosphorothioates is developed by employing the Ir-catalyzed decarboxylative phosphorothiolation of N-hydroxyphthalimide esters. This novel synthesis method utilizes carboxylic acids as raw material, which is stable, cheap, and commercially available. Scope studies show that this reaction has good compatibility of functional groups. Notably, both the synthesis of steric hindrance phosphorothioates and the later modification of some bioactive compounds are successfully achieved.

Electrochemically driven synthesis of phosphorothioates from trialkyl phosphites and aryl thiols

A facile and elegant protocol for synthesis of phosphorothioates from trialkyl phosphites and aryl thiols via indirect electrochemical oxidation mediated by KI has been successfully developed. KI as a redox mediator, enabled the reaction of trialkyl phosp

High-efficiency green preparation method of thio-organic phosphonic acid derivative

The invention discloses a high-efficiency green preparation method of a thio-organic phosphonic acid derivative. The thio-organic phosphonic acid derivative is directly prepared by reaction of a P (O)-H compound, sulfur powder and alcohol, the reaction temperature is 80-120 DEG C, and the reaction time is 12-48 hours. According to the method, alcohol and sulfur powder which are stable, easy to obtain, low in price and relatively green can be directly used as raw materials, the P (O)-H compound can be directly used without any activation treatment, and the P (O)-H compound, sulfur powder and alcohol can directly react under the one-pot condition to efficiently prepare the thio-organic phosphonic acid derivative without any transition metal or non-metal catalyst and an additive. The method has the advantages of low requirements on reaction conditions, simplicity and feasibility in operation, no need of inert gas protection, water as a byproduct and small green pollution, and has high academic value and potential wide application prospect due to the wide application of the thio-organic phosphonic acid derivative in the fields of pesticides, medicines, materials and the like.

Trichloroisocyanuric acid-promoted thiolation of phosphites by thiols

A simple and convenient method for the synthesis of thiophosphates by coupling of phosphites with thiols under mild conditions has been developed. The reactions were promoted by trichloroisocyanuric acid (TCCA) and were carried out at room temperature in

Synthetic method of thiophosphate compound

The invention discloses a synthetic method of a phosphorothioate compound. The preparation method comprises the following steps: with thiol as a reaction substrate and trichloroisocyanuric acid (TCCA)as an accelerant, reacting the reaction substrate and the accelerant in an organic solvent at normal temperature and normal pressure for 10-20 minutes, then adding phosphite triester, continuing reacting for 10-20 minutes, and after the reaction is finished, carrying out separation treatment to obtain the phosphorothioate compound. According to the synthesis method disclosed by the invention, thereaction is carried out at normal temperature and normal pressure without special requirements; reaction time is short; and reaction substrate universality is good.