903513-58-6 | 4-bromo-2,6-difluoropyridine

CAS:903513-58-6 | 4-bromo-2,6-difluoropyridine,Description

4-Bromo-2,6-difluoropyridine is a halogenated pyridine derivative. It is used in various fields of research and industry. The molecular formula of 4-Bromo-2,6-difluoropyridine is C5H2BrF2N.

Synthesis Analysis

The synthesis of 4-Bromo-2,6-difluoropyridine involves the interaction of 2,3,6-trichloropyridine with KF in sulfolane. Another method involves the synthesis from symmetric trifluoropyridine. Both fluorine atoms allow for easy selective stepwise substitution, and the bromine atom provides easy access to additional functionalities through both Suzuki and Sonogashira Pd (0) cross-coupling reactions.

Molecular Structure Analysis

The molecular weight of 4-Bromo-2,6-difluoropyridine is 193.977 Da. The InChI key of the compound is MJRNQISNYVXBKN-UHFFFAOYSA-N.

Chemical Reactions Analysis

Fluoropyridines, such as 4-Bromo-2,6-difluoropyridine, have reduced basicity and are usually less reactive than their chlorinated and brominated analogues. They are used in the synthesis of F 18 substituted pyridines for local radiotherapy of cancer and other biologically active compounds.

Physical And Chemical Properties Analysis

4-Bromo-2,6-difluoropyridine has a density of 1.8±0.1 g/cm3. It has a boiling point of 197.7±35.0 °C at 760 mmHg. The compound is a solid at room temperature.

Scientific Research Applications

• Scientific Field: Organic Chemistry
  • Application : 4-Bromo-2,6-difluoropyridine is used in the synthesis of fluorinated pyridines. Fluoropyridines have reduced basicity and are usually less reactive than their chlorinated and brominated analogues. They are of interest due to their potential as imaging agents for various biological applications.
  • Method of Application : The specific methods of synthesis for 2-, 3-, 4-fluoropyridines, di-, tri-, polyfluoropyridines, perfluoroalkylpyridines and also fluoropyridines fused with carbo-, heterocycles are presented. For example, 4-Bromo-2,6-difluoropyridine is synthesized from symmetric trifluoropyridine.
  • Results or Outcomes : The synthesis of fluorinated pyridines results in compounds with interesting and unusual physical, chemical, and biological properties. These compounds have potential as imaging agents for various biological applications.

Safety And Hazards

4-Bromo-2,6-difluoropyridine is considered hazardous by the 2012 OSHA Hazard Communication Standard. It is advised to use personal protective equipment, avoid breathing vapours, mist or gas, and ensure adequate ventilation when handling this chemical. It should be stored in a refrigerator.

Future Directions

Fluoropyridines, including 4-Bromo-2,6-difluoropyridine, have interesting and unusual physical, chemical, and biological properties owing to the presence of the strong electron-withdrawing substituent(s) in the aromatic ring. They have potential applications in various biological fields, including as potential imaging agents. The interest toward the development of fluorinated chemicals has been steadily increasing.

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