Diethylthiophosphoryl chloride

Base Information

• Chemical Name: Diethylthiophosphoryl chloride
• CAS No.: 3711-51-1
• Molecular Formula: C₄H₁₀ClO₂PS
• Molecular Weight: 188.615
• UN Number: 2751,2751 (Diethylthiophosphoryl chloride)
• DSSTox Substance ID: DTXSID70958281
• Nikkaji Number: J200.463A

Synonyms:Diethylthiophosphoryl chloride;O-Ethyl S-ethyl chlorothiophosphate;Phosphorochloridothioic acid, O,S-diethyl ester;3711-51-1;Diethylthiophosphoryl chloride, [liquid];SCHEMBL1525981;DTXSID70958281;O,O'-Diethylthiophosphoryl Chloride;O,S-Diethyl phosphorochloridothioate;O,O'-Diethyl Phosphorothiochloridate;O,O'-Diethyl Phosphorochloridothioate;D0624

Chemical Property of Diethylthiophosphoryl chloride

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 187.9827654
• Heavy Atom Count: 9
• Complexity: 119
• Transport DOT Label: Corrosive

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(SCC)Cl

Technology Process of Diethylthiophosphoryl chloride

There total 1 articles about Diethylthiophosphoryl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

O,O,S-triethyl phosphorothioate (1186-09-0) → diethyl phosphorochloridothionate (3711-51-1) + diethyl chlorophosphate (814-49-3)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at 19.9 ℃;

Reference yield:

Ethyl 4-hydroxybenzoate (120-47-8) + diethyl phosphorochloridothionate (3711-51-1) → 4-(Ethoxy-ethylsulfanyl-phosphoryloxy)-benzoic acid ethyl ester (40992-34-5)

Guidance literature:

With triethylamine;

Reference yield:

diethyl phosphorochloridothionate (3711-51-1) + methyl salicylate (119-36-8,8024-54-2) → 2-(Ethoxy-ethylsulfanyl-phosphoryloxy)-benzoic acid methyl ester (40992-40-3)

Guidance literature:

With triethylamine;

upstream raw materials:

O,O,S-triethyl phosphorothioate

Downstream raw materials:

4-(Ethoxy-ethylsulfanyl-phosphoryloxy)-benzoic acid ethyl ester

2-(Ethoxy-ethylsulfanyl-phosphoryloxy)-benzoic acid methyl ester

Refernces

HYDROLYSIS OF CYANOHYDRIN ESTERS

10.1016/S0040-4020(01)87516-5

The research investigates the kinetics of base hydrolysis of a series of α-cyano thiophosphate esters. The study found that these hydrolyses are bimolecular in nature. Key chemicals involved in the research include α-cyano thiophosphate esters synthesized from appropriate aldehydes and diethylthiophosphoryl chloride in the presence of a catalytic amount of base. The control compound, benzyl ester, was derived from diethyl chlorothiophosphate. The hydrolysis studies were conducted using KOH as the base in a dioxane/water solvent system, with the rate of ester hydrolysis followed by titration with dilute acid solution in the presence of an indicator such as methyl red or methyl orange. The presence of a cyano group significantly accelerates the hydrolysis rate, and the reaction rates are influenced by electron-withdrawing and electron-donating substituents on the aryl ring.

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