Chlorpyrifos-methyl

Base Information

• Chemical Name: Chlorpyrifos-methyl
• CAS No.: 5598-13-0
• Molecular Formula: C7H7Cl3NO3PS
• Molecular Weight: 322.536
• Hs Code.: 29333990
• European Community (EC) Number: 227-011-5
• UN Number: 3077,2783
• UNII: O49S38267J
• DSSTox Substance ID: DTXSID6032352
• Nikkaji Number: J3.075I
• Wikidata: Q2964145
• NCI Thesaurus Code: C163642
• Metabolomics Workbench ID: 55003
• ChEMBL ID: CHEMBL1370646
• Mol file: 5598-13-0.mol

Synonyms:chlorpyrifos-methyl;Dowco 214;Reldan

Chemical Property of Chlorpyrifos-methyl

Chemical Property:

• Appearance/Colour: Colorless crystals
• Vapor Pressure: 0.000109mmHg at 25°C
• Melting Point: 45.5-46.5°C
• Refractive Index: 1.581
• Boiling Point: 347.3 °C at 760 mmHg
• PKA: -5.59±0.10(Predicted)
• Flash Point: 163.8 °C
• PSA: 82.48000
• Density: 1.582 g/cm³
• LogP: 4.58850
• Storage Temp.: APPROX 4°C
• Water Solubility.: 4mg/L(25 oC)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 320.894984
• Heavy Atom Count: 16
• Complexity: 278
• Transport DOT Label: Class 9

Purity/Quality:

99.9% ^*data from raw suppliers

Chlorpyriphos-methyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi;N,N,Xi,Xn,F
• Statements: 43-50/53-36-20/21/22-11
• Safety Statements: 36/37-60-61-36-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: COP(=S)(OC)OC1=NC(=C(C=C1Cl)Cl)Cl
• Description: Chlorpyrifos-methyl is a general use organophosphate insecticide registered in 1985. It is used for the control of stored grain pests, weevils, moths, borers, beetles and mealworms, red flour beetle, and grain moth; for seed treatment; and for warehouse. It is effective against rice stem borer, aphids, cutworms, plant and leaf hoppers, mole crickets and some moths, and stored grain pests. It is poorly soluble in water, moderately soluble in hexane and alcohols, and readily soluble in other organic solvents such as acetone, benzene, and chloroform.
• Uses: Chlorpyriphos-methyl is an derivative of Chlorpyrifos (C425300), an insecticide that acts on the nervous system of insects by inhibiting acetylcholinesterase.

Technology Process of Chlorpyrifos-methyl

There total 4 articles about Chlorpyrifos-methyl 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: 96.2%

sodium salt of 3,5,6-trichloropyridine-2-ol + ethyl methyl chlorothiophosphate (71348-06-6,13289-13-9) → O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate (5598-13-0)

Guidance literature:

In ethanol; at 50 ℃; for 5h; Temperature;

Reference yield: 93.4%

dimethyl chlorothiophosphate (2524-03-0) + sodium salt of 3,5,6-trichloropyridine-2-ol → O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate (5598-13-0)

Guidance literature:

With dmap; N-benzyl-N,N,N-triethylammonium chloride; sodium dodecyl sulfate; potassium carbonate; In water; at 50 ℃; for 2.5h; pH=9.5 - 10;

DOI:10.1080/10426507.2012.702824

Reference yield:

3,5,6-trichloropyridin-2 ol (6515-38-4) + dimethylthiophosphoric acid (1112-38-5) → O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate (5598-13-0)

Guidance literature:

With water; sodium hydroxide; In acetonitrile; at 25 ℃; for 6h; pH=9.14; Solvent; Equilibrium constant;

DOI:10.1002/poc.1502

upstream raw materials:

3,5,6-trichloropyridin-2 ol

dimethylthiophosphoric acid

dimethyl chlorothiophosphate

ethyl methyl chlorothiophosphate

Downstream raw materials:

3,5,6-trichloropyridin-2 ol

Fospirate

dimethylphosphoric acid

dimethylthiophosphoric acid

Refernces

• 1、 Ge, Xin,Qian, Chao,Chen, Xinzhi. "Investigation on the acylation of heterocyclic alcoholate anions with O,O-dialkyl phosphorochloridothioate in water solvent". supporting information. p. 739 - 744. Retrieved 2013/07/25.
• 2、 -. "Condensation products". . . Retrieved 2008/06/13.