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Home > Encyclopedia > Chlorpyrifos-methyl

Chlorpyrifos-methyl

Chlorpyrifos-methyl structure

Chlorpyrifos-methyl 

structure
  • CAS No:

    5598-13-0

  • Formula:

    C7H7Cl3NO3PS

  • Chemical Name:

    Chlorpyrifos-methyl

  • Synonyms:

    Phosphorothioic acid,O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) ester;Phosphorothioic acid,O,O-dimethyl O-(3,5,6-trichloro-2-pyridyl) ester;OMS 1155;Dowco 214;O,O-Dimethyl O-(3,5,6-trichloro-2-pyridyl) phosphorothioate;Methyl Dursban;Chlorpyrifos-methyl;O-(3,5,6-Trichloro-2-pyridinyl) O,O-dimethyl phosphorothioate;M 3196;Reldan;Noltran;Methyl chlorpyrifos;Dursban methyl;O,O-Dimethyl O-(3,5,6-trichloro-2-pyridyl) thiophosphate;ENT 27520;Dursban ME;Cyfen;Chlorpyriphos-methyl;Chlorpyrifos M;Reldan E

  • Categories:

    Agrochemicals  >  Insecticides

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 fl our beetle, grain moth, for seed treatment. It is effective against rice stem borer, aphids, cutworms, plant and leaf hoppers, mole crickets, 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 acet

Chlorpyrifos-methyl Basic Attributes

322.53

322.53

227-011-5

2933399026

Characteristics

72.7

4.31

Amber Crystalline Solid

1.64 g/cm3 @ Temp: 23 °C

45.5-46.5 °C

347.3±52.0 °C at 760 mmHg

>100 °C

1.582

In acetone > 400; methanol 190; hexane 120 (all in g/kg at 20 deg C)

APPROX 4°C

3 mPa (2.25X10-5 mm Hg) at 25 deg C

Oral-Rat LD50: 1828 mg/kg; Oral-Mouse LD50: 2032 mg/kg

Combustion produces toxic nitrogen oxides, sulfur oxides, phosphorus oxides and chloride gases

Slight mercaptan

Safety Information

UN 3077

2

43-50/53-36-20/21/22-11

36/37-60-61-36-26-16

TG0700000

Xi;N,N,Xi,Xn,F

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Relatively stable under neutral conditions, but hydrolysed by acids (pH 4-6) &, more readily, by alkalis (pH 8-10).

P210-P280-P305 + P351 + P338

H225-H302-H312-H319-H332

Toxicity

moderately toxic

Chlorpyrifos-methyl Use and Manufacturing

Methods of Manufacturing

Preparation of pentachloropyridine 60 mL of 4 to 6 mesh activated carbon is immersed in 150 mL of an aqueous solution containing 1.5 g of cobalt chloride, and heated to distilled water to dryness to obtain a catalyst. Then, the catalyst was pretreated with chlorine gas, and the temperature was raised to 330°C in a nickel reaction tube. The vaporized pyridine, chlorine gas and nitrogen gas were thoroughly mixed, and the catalyst layer was reacted to obtain pentachloropyridine with a purity of 99.5%. Preparation of 2, 3, 5, 6-tetrachloropyridine 199g of acetonitrile and 35g of pentachloropyridine were heated and refluxed to completely dissolve. Then add 9.6g of zinc powder, and slowly add a solution of 15g of ammonium chloride and 40mL of water to the above mixture slowly. After the appropriate reaction time, add dilute hydrochloric acid and distill at 77-78°C to obtain tetrachloromethane Pyridine. Preparation of 3, 5, 6-trichloro-2-pyridinol A mixture of 217g of tetrachloropyridine, 868g of water and 128g of KOH was stirred and reacted at 95-100°C, and filtered while hot, so that the temperature of the filtrate was 85°C, and the filtrate was concentrated Sulfuric acid, which makes the pH value reach 3.5, is cooled to 50°C, and the filter cake is washed with hot water and dried. For the synthesis of 3, 5, 6-trichloro-2-pyridinol, please refer to the preparation method of chlorpyrifos. For the preparation of O, O-dimethylthiophosphoryl chloride, please refer to the preparation method of fenthion. For the synthesis of methyl chlorpyrifos, input 3, 5, 6-trichloro-2-pyridinol, sodium hydroxide and water, heat to make the solid matter completely disappear, and then add sodium chloride, sodium hydroxide, boric acid and benzyl group after cooling Triethylammonium chloride, 1-methylimidazole and dichloromethane, stir at room temperature, dropwise add O, O-dimethylthiophosphoryl chloride, drop after completion, heat up and reflux for 1 to 1.5 hours, cool and let stand Layer, washed with water, decompressed and prepared by desolvation.

Uses

Insecticide; acaricide.

Computed Properties

Molecular Weight:322.5
XLogP3:4.3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:320.894984
Monoisotopic Mass:320.894984
Topological Polar Surface Area:72.7
Heavy Atom Count:16
Complexity:278
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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