Selectfluor
Sign in to saveSelectfluor, a trademark of Air Products and Chemicals, is a reagent in chemistry that is used as a fluorine donor. This compound is a derivative of the nucleophillic base DABCO. It is a colourless salt that tolerates air and even water. It has been commercialized for use for electrophilic fluorination.
Chemical data
- Formula
- C7H14B2ClF9N2
- Molecular weight
- 354.3 g/mol
- IUPAC name
- 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate
via PubChem
Article
7 sectionsContents
- Preparation
- Mechanism of fluorination
- Applications
- Specialized applications
- Related reagents
- References
- Patents
Selectfluor, a trademark of Air Products and Chemicals, is a reagent in chemistry that is used as a fluorine donor. This compound is a derivative of the nucleophillic base DABCO. It is a colourless salt that tolerates air and even water. It has been commercialized for use for electrophilic fluorination.
==Preparation== 550px|F-TEDA-BF4 synthesis Selectfluor is synthesized by the N-alkylation of [[DABCO|diazabicyclo[2.2.2]octane (DABCO)]] with dichloromethane in a Menshutkin reaction, followed by ion exchange with sodium tetrafluoroborate (replacing the chloride counterion for the tetrafluoroborate). The resulting salt is treated with elemental fluorine and sodium tetrafluoroborate: