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Home > Encyclopedia > 2(1H)-Pyridinone, 3,5,6-trichloro-, sodium salt (1:1)

2(1H)-Pyridinone, 3,5,6-trichloro-, sodium salt (1:1)

2(1H)-Pyridinone, 3,5,6-trichloro-, sodium salt (1:1) structure

2(1H)-Pyridinone, 3,5,6-trichloro-, sodium salt (1:1) 

structure
  • CAS No:

    37439-34-2

  • Formula:

    C5H2Cl3NO.Na

  • Chemical Name:

    2(1H)-Pyridinone, 3,5,6-trichloro-, sodium salt (1:1)

  • Synonyms:

    2(1H)-Pyridinone,3,5,6-trichloro-,sodium salt (1:1);2(1H)-Pyridinone,3,5,6-trichloro-,sodium salt;Sodium 3,5,6-trichloro-2-pyridinol;3,5,6-Trichloro-2-pyridinol sodium salt;Sodium 3,5,6-trichloro-2-pyridinate;Sodium 3,5,6-trichloro-2-pyridinolate;Sodium O-3,5,6-trichloro-2-pyridinate

  • Categories:

    Agrochemicals  >  Pesticide Intermediates

2(1H)-Pyridinone, 3,5,6-trichloro-, sodium salt (1:1) Basic Attributes

220.42

218.902145

253-506-0

2933399090

Characteristics

36

3.18560

Off-white powder

325ºC at 760 mmHg

150.4ºC

Safety Information

P264, P270, P301+P312, P330, P501

H302

2(1H)-Pyridinone, 3,5,6-trichloro-, sodium salt (1:1) Use and Manufacturing

Methods of Manufacturing

There are two routes for the industrial synthesis of triclopyridol. (1) Chlorination of pyridine to produce 2, 3, 5, 6-tetrachloropyridine, and then alkaline hydrolysis of the tetrachloropyridine with sodium hydroxide to produce trichloropyridinol sodium salt. (2) Use trichloroacetyl chloride to react with acrylonitrile to obtain trichloropyridinol, and then alkali hydrolyze to obtain its sodium salt. Put 280kg of trichloroacetyl chloride, excess acrylonitrile and an appropriate amount of solvent and catalyst into a 1500L enamel reactor, heat up the reaction at reflux, and control the end point with gas chromatography. When the conversion of the acid chloride is completed (about 14h), the reaction can be stopped, and then the reactant is pumped into the distillation pot, and the solvent is removed under reduced pressure. The removed solvent is recycled and used. After the solvent is exhausted, the residue is pumped into the alkaline hydrolysis kettle, and 30% NaOH is slowly added dropwise for alkaline hydrolysis, and the temperature is controlled at 20-40°C. Filter to obtain the wet product of triclopyridol sodium salt, which can be directly entered into the next reaction. Starting from the reaction process, the reaction can also be controlled to complete in three steps. This can effectively control the generation of by-products, improve the reaction yield and product quality. At present, both processes can be produced. When pyridine is used as the raw material, the reaction process is highly corrosive, but the product quality is good. The wet product of triclopyridol sodium is a grayish yellow solid.

Uses

2-Hydroxy-3,5,6-trichloropyridine, also known as trichloropyridinol, is an intermediate of the organophosphorus pesticide chlorpyrifos and methyl chlorpyrifos, and its sodium salt is used in industry.

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