4524-70-3

Basic information

• Product Name: S-(4-chlorophenyl) O,O-diethyl thiophosphate
• Synonyms: Diethyl 4-chlorophenyl thiophosphate; Phosphorothioic acid, S-(4-chlorophenyl) O,O-diethyl ester
• CAS NO: 4524-70-3
• Molecular Formula: C₁₀H₁₄ClO₃PS
• Molecular Weight: 280.7081
• Mol File: 4524-70-3.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 347°C at 760 mmHg
• Flash Point: 163.6°C
• Density: 1.27g/cm³
• Vapor Pressure: 0.000111mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: S-(4-chlorophenyl) O,O-diethyl thiophosphate(CAS DataBase Reference)
• NIST Chemistry Reference: S-(4-chlorophenyl) O,O-diethyl thiophosphate(4524-70-3)
• EPA Substance Registry System: S-(4-chlorophenyl) O,O-diethyl thiophosphate(4524-70-3)

Safety Data

• Hazardous Substances Data: 4524-70-3(Hazardous Substances Data)

Usage

General Description

S-(4-chlorophenyl) O,O-diethyl thiophosphate is a chemical compound commonly known as chlorpyrifos, which is a widely used insecticide in agriculture. It belongs to the organophosphate group of chemicals and is known for its potent neurotoxic effects. Chlorpyrifos works as an acetylcholinesterase inhibitor, meaning it disrupts proper nerve function by interfering with the neurotransmitter acetylcholine. This can lead to a range of adverse effects in humans and animals, including nausea, dizziness, confusion, and in severe cases, respiratory paralysis and death. Due to its potential for harm, many countries have restricted or banned the use of chlorpyrifos in certain applications.

Upstream product

• 17333-85-6 4-chlorophenyldiazonium salt 
• 5852-63-1 sodium diethylthiophosphate 
• 2028-74-2 p-chlorobenzenediazonium chloride 
• 5871-17-0 potassium O,O'-diethylthiophosphate 
• 814-49-3 diethyl chlorophosphate 
• 106-54-7 p-Chlorothiophenol 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 762-04-9 phosphonic acid diethyl ester 
• 762-04-9 Diethyl phosphonate 
• 2751-25-9 p-chlorophenylsulfonyl hydrazide 
• 1204518-00-2 (4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 122-52-1 triethyl phosphite 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 867-17-4 diethyl methyl phosphate 
• 106-54-7 p-Chlorothiophenol 
• 98643-06-2 diethyl N-(4-methoxyphenyl)methylphosphoramidate 
• 53640-96-3 diethyl N-benzylphosphoramidate 
• 303174-10-9 diethyl N-(4-methylphenyl)methylphosphoramidate 
• 1067641-60-4 4-chlorophenyltetetrafluoro-λ⁶-sulfanyl chloride 

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.

Tf2O/DMSO-Promoted P-O and P-S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates

A Tf2O/DMSO-based system for the dehydrogenative coupling of a wide range of alcohols, phenols, thiols, and thiophenols with diverse phosphorus reagents has been developed. This metal- and strong-oxidant-free strategy provides a facile approach to a great variety of organophosphinates and thiophosphates. The simple reaction system, good functional-group tolerance, and broad substrate scope enable the application of this method to the modification of natural products and the direct synthesis of bioactive molecules and flame retardants.

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.