SelectFluor

CAS 140681-55-6, Cat. No EN300-98145
Reagent for electrophilic fluorination

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1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF₄ or Selectfluor™) is a highly stable and practically nonhygroscopic crystalline solid, representing a significant advancement in electrophilic fluorinating agents. Unlike traditional reagents that require special handling and pose potential hazards, F-TEDA-BF₄ offers exceptional safety and ease of use¹. Being a dication, the reagent is soluble in a few polar solvents, including acetonitrile, DMF, water, and nitromethane. The versatility of F-TEDA-BF₄ is remarkable, with a wide scope of applications. It serves as a powerful electrophilic fluorine donor, enabling α-fluorination of carbonyl functionalities, as well as the fluorination and oxidation of thioethers². Additionally, it plays a key role in synthesizing glycosyl fluorides and the fluorination of alkenes and aromatic compounds. Moreover, Selectfluor™ showcases oxidation capabilities, allowing for the oxidation of benzylic alcohols and tertiary carbon centers^1,2. The broad range of applications makes F-TEDA-BF₄ an indispensable reagent and a universal tool in synthetic chemistry.

Synonyms: 1-(chloromethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium, bis(tetrafluoroboranuide); 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate); 1-(chloromethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium tetrafluoroborate; F-TEDA-BF4; Selectfluor™