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140681-55-6 | 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

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1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (CMFD) is a highly reactive compound that is used in a variety of scientific and laboratory applications. It is a versatile compound that can be used for a wide range of purposes, from synthesizing new molecules to studying the mechanisms o...

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CAS:140681-55-6 | 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) ,Description

1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (CMFD) is a highly reactive compound that is used in a variety of scientific and laboratory applications. It is a versatile compound that can be used for a wide range of purposes, from synthesizing new molecules to studying the mechanisms of action of existing ones. CMFD is a powerful reagent that can be used to catalyze a variety of reactions and has been used in many scientific studies. 
 

Scientific Research Applications

 

  • Electrophilic Fluorinating Agent: It has shown promising potential as an electrophilic fluorinating agent in organic chemistry (Banks, Sharif, & Pritchard, 1993).
  • Difluorination in Organic Synthesis: In the transannular cyclization of bicyclo[3.3.1]nonane dienes, it exhibits the ability to perform difluorination, leading to the formation of fluorinated organic compounds (Serguchev, Lourie, & Ponomarenko, 2002).
  • Deprotection of Amines: It effectively removes Boc groups from doubly protected amines, providing a mild and chemoselective method for deprotection and synthesis of important purine derivatives (Zeng, Duan, Zhao, & Hu, 2018).
  • Synthesis of Fluoro-Carbohydrates: It enables the high-yield, one-step synthesis of fluoro-carbohydrates and their glycosides from glycals, with applications in the pharmaceutical and biotechnology industries (Burkart, Zhang, Hung, & Wong, 1997).
  • Formation of Novel Fluorinated Compounds: It has been used to substitute the TEMPO free radical with fluorine on specific organic compounds, achieving significant yields (Kielty, Farràs, Smith, & Aldabbagh, 2020).
  • Electron Transfer Studies: Studies have also shown its involvement in single-electron transfer processes, proving beneficial both thermodynamically and kinetically (Zhang, 2013).
  • Fluorination in Aqueous Conditions: It effectively performs regioselective fluorination of imidazo[1,2-a]pyridines in aqueous conditions, demonstrating moderate to good selectivity (Liu, Gao, Gu, Shen, & Sun, 2015).
  • Versatile Functional Reagent: It is recognized as a versatile and efficient "fluorine-free" functional reagent in organic synthesis, with applications in transition metal oxidation, fluorine cation, and as a radical initiator (Yang, Song, Ali, Mudassir, & Ge, 2020).

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