76041-71-9 | 3-CHLORO-2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE

CAS:76041-71-9 | 3-CHLORO-2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE,Description

3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine is a chemical compound with the molecular formula C6H3ClF3NO. It is also known as 3-chloro-5-(trifluoromethyl)-1,2-dihydropyridin-2-one. This compound is used in the agrochemical and pharmaceutical industries.

Synthesis Analysis

The synthesis of trifluoromethylpyridines, including 3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine, is a key structural motif in active agrochemical and pharmaceutical ingredients. The introduction of 5-(trifluoromethyl)pyridine-2-sulfonyl chloride, prepared from 2,5-CTF, is achieved in the final synthesis step.

Molecular Structure Analysis

The molecular structure of 3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine is represented by the SMILES notation FC(F)(F)C1=CNC(=O)C(Cl)=C1.

Chemical Reactions Analysis

The chloride in 3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine can be transformed into other intermediates, such as 4H-pyran-4-one, through various chemical reactions.

Physical And Chemical Properties Analysis

3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine has a molecular weight of 197.54. It is a solid at room temperature.

Scientific Research Applications

• Agrochemicals

  • Trifluoromethylpyridines are used in the protection of crops from pests. Fluazifop-butyl was the first trifluoromethylpyridine derivative introduced to the agrochemical market, and since then, more than 20 new trifluoromethylpyridine-containing agrochemicals have acquired ISO common names.
  • The results or outcomes obtained are that these compounds have been effective in protecting crops from pests.

• Pharmaceuticals

  • Several trifluoromethylpyridine derivatives are used in the pharmaceutical industry. Five pharmaceutical products containing the trifluoromethylpyridine moiety have been granted market approval, and many candidates are currently undergoing clinical trials.
  • The results or outcomes obtained are that these compounds have been effective in their respective applications, as evidenced by their market approval.

• Veterinary Products

  • Trifluoromethylpyridine derivatives are also used in the veterinary industry. Two veterinary products containing the trifluoromethylpyridine moiety have been granted market approval.
  • The results or outcomes obtained are that these compounds have been effective in their respective applications, as evidenced by their market approval.

• Catalysis

  • Trifluoromethylpyridines have useful applications in catalysis.

• Drug Design

  • Trifluoromethylpyridines are used in drug design.

• Molecular Recognition

  • Trifluoromethylpyridines are used in molecular recognition.

• Synthesis of Metal-Organic Frameworks (MOFs)

  • Trifluoromethylpyridines can be used in the synthesis of metal-organic frameworks (MOFs).

• Natural Product Synthesis

  • Trifluoromethylpyridines have useful applications in natural product synthesis.

• Preparation of (trifluoromethyl)pyridyllithiums

  • Trifluoromethylpyridines can be used in the preparation of (trifluoromethyl)pyridyllithiums, via metalation reaction.

• Synthesis of Methiodide Salts

  • Trifluoromethylpyridines can be used in the synthesis of methiodide salts.

• Functional Materials Fields

  • Trifluoromethylpyridines have been used in the development of organic compounds containing fluorine, which have led to many recent advances in the agrochemical, pharmaceutical, and functional materials fields.

• Pesticides

  • More than 50% of the pesticides launched in the last two decades have been fluorinated. Around 40% of all fluorine-containing pesticides currently on the market contain a trifluoromethyl group.

• Synthesis of Metal-Organic Frameworks (MOFs)

  • Trifluoromethylpyridines can be used in the synthesis of metal-organic frameworks (MOFs).

• Natural Product Synthesis

  • Trifluoromethylpyridines have useful applications in natural product synthesis.

• Preparation of (trifluoromethyl)pyridyllithiums

  • Trifluoromethylpyridines can be used in the preparation of (trifluoromethyl)pyridyllithiums, via metalation reaction.

• Synthesis of Methiodide Salts

  • Trifluoromethylpyridines can be used in the synthesis of methiodide salts.

• Functional Materials Fields

  • Trifluoromethylpyridines have been used in the development of organic compounds containing fluorine, which have led to many recent advances in the agrochemical, pharmaceutical, and functional materials fields.

• Pesticides

  • More than 50% of the pesticides launched in the last two decades have been fluorinated. Around 40% of all fluorine-containing pesticides currently on the market contain a trifluoromethyl group.

Safety And Hazards

This chemical is considered hazardous according to the 2012 OSHA Hazard Communication Standard. It has acute oral toxicity and can cause skin corrosion/irritation, serious eye damage/eye irritation, and specific target organ toxicity (single exposure) with the respiratory system being the target organ.

Future Directions

Trifluoromethylpyridines, including 3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine, have been used in the development of organic compounds containing fluorine, which have led to many recent advances in the agrochemical, pharmaceutical, and functional materials fields. It is expected that many novel applications of TFMP will be discovered in the future.

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Uses