2546-56-7 | 4-Chloro-3-fluoropyridine

CAS:2546-56-7 | 4-Chloro-3-fluoropyridine,Description

4-Chloro-3-fluoropyridine is a chemical compound with the molecular formula C5H3ClFN. It has an average mass of 131.535 Da and a monoisotopic mass of 130.993805 Da. It is used in laboratory chemicals and is not recommended for food, drug, pesticide, or biocidal product use.

Synthesis Analysis

The synthesis of 4-Chloro-3-fluoropyridine and similar fluoropyridines has been a topic of interest in recent literature. The methods of synthesis of 2-, 3-, 4-fluoropyridines, di-, tri-, polyfluoropyridines, perfluoroalkylpyridines, and also fluoropyridines fused with carbo-, heterocycles are presented. A combination of CsF and HF provides a very reactive fluoride source and has shown faint promise with 3-chloropyridine giving 3-fluoropyridine in a very low yield.

Molecular Structure Analysis

The molecular structure of 4-Chloro-3-fluoropyridine consists of a pyridine ring with a chlorine atom substituted at the 4th position and a fluorine atom at the 3rd position.

Physical And Chemical Properties Analysis

4-Chloro-3-fluoropyridine is a liquid at room temperature. It has a density of 1.333 g/mL at 25 °C. It may discolor to yellow on storage.

Scientific Research Applications

• Synthesis of Fluorinated Pyridines

  • Field : Organic Chemistry
  • Application : 4-Chloro-3-fluoropyridine is used in the synthesis of fluorinated pyridines. Fluoropyridines have reduced basicity and are usually less reactive than their chlorinated and brominated analogues.
  • Method : The synthesis involves the nucleophilic substitution of chlorine in 4-chloro-3-fluoropyridine with KF.
  • Results : The synthesis results in the production of 3,4-Difluoropyridine.

• Pharmaceutical and Organic Synthesis

  • Field : Pharmaceutical Chemistry 
  • Application : 4-Chloro-3-fluoropyridine is used as an intermediate in pharmaceutical and organic synthesis.
  • Method : The specific methods of application or experimental procedures in pharmaceutical and organic synthesis vary widely depending on the specific synthesis pathway and the desired end product.
  • Results : The outcomes of these syntheses are typically new compounds for potential use in various pharmaceutical applications.

• Regioselective Amidomethylation

  • Field : Organic Chemistry
  • Application : 4-Chloro-3-fluoropyridine is used in regioselective amidomethylation. This process involves the selective addition of an amide group and a methyl group to specific positions on the pyridine ring.
  • Method : The specific methods of application or experimental procedures in regioselective amidomethylation vary widely depending on the specific synthesis pathway and the desired end product.
  • Results : The outcomes of these syntheses are typically new compounds for potential use in various organic chemistry applications.

• Fluorinated Building Blocks

  • Field : Material Science
  • Application : 4-Chloro-3-fluoropyridine is used as a fluorinated building block. These building blocks are used in the synthesis of various materials, including polymers and complex organic molecules.
  • Method : The specific methods of application or experimental procedures in the use of fluorinated building blocks vary widely depending on the specific synthesis pathway and the desired end product.
  • Results : The outcomes of these syntheses are typically new materials with unique properties, such as increased stability or reactivity.

• Synthesis of Herbicides and Insecticides

  • Field : Agricultural Chemistry
  • Application : 4-Chloro-3-fluoropyridine is used in the synthesis of some herbicides and insecticides. The introduction of fluorine atoms into lead structures is a common modification in the search for new agricultural products with improved physical, biological, and environmental properties.
  • Method : The specific methods of application or experimental procedures in the synthesis of herbicides and insecticides vary widely depending on the specific synthesis pathway and the desired end product.
  • Results : The outcomes of these syntheses are typically new compounds for potential use in various agricultural applications.

• Synthesis of Radiobiology Compounds

  • Field : Radiobiology
  • Application : 4-Chloro-3-fluoropyridine is used in the synthesis of F 18 substituted pyridines for local radiotherapy of cancer and other biological active compounds.
  • Method : The synthesis involves the substitution of chlorine in 4-chloro-3-fluoropyridine with F 18.
  • Results : The synthesis results in the production of F 18 substituted pyridines, which present a special interest as potential imaging agents for various biological applications.

Safety And Hazards

4-Chloro-3-fluoropyridine is classified as a flammable liquid and vapor. It may cause skin irritation, serious eye irritation, and respiratory irritation. It is harmful if swallowed, in contact with skin, or if inhaled. In case of fire, dry powder or dry sand should be used for extinction.

Future Directions

The future directions of 4-Chloro-3-fluoropyridine and similar compounds are promising. Fluorine-containing substituents are most commonly incorporated into carbocyclic aromatic rings, and a large number of compounds possessing fluorine-containing substituents on aryl rings have been commercialized as agricultural active ingredients. It is expected that many novel applications of fluoropyridines will be discovered in the future.

More Information