Chemistry - What is this fluorinated organic substance?

Solution 1:

The name of the compound is 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (CAS #: 140681-55-6), which is commonly known as Selectfluor, a trademark of Air Products and Chemicals (see Waylander's comment elsewhere). Different view of the compound is given below (to you to understand the zig-zag feature):


Introduced in 1992, this organic salt is used as a fluorine donor in organic synthesis (Ref.1). For example of using Selectfluor as a source of fluorine, see Ref.2:

Selectfluor as a source of fluorine


  1. R. Eric Banks, Suad N. Mohialdin-Khaffaf, G. Sankar Lal, Iqbal Sharif, Robert G. Syvret, "1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts: a novel family of electrophilic fluorinating agents," J. the Chem. Soc., Chem. Commun. 1992, (8), 595-596 (DOI: 10.1039/C39920000595).
  2. Timothy J. Barker, Dale L. Boger, "$\ce{Fe(III)}$/$\ce{NaBH4}$-Mediated Free Radical Hydrofluorination of Unactivated Alkenes," J. Am. Chem. Soc. 2012, 134(33), 13588-13591 (

Solution 2:

That is generally known as Selectfluor, a source of electrophilic fluorine. The zig-zag line is a 2-D representation of the third ethylene $\ce{-CH2-CH_{2} -}$ unit that links the two nitrogens. more here and wikipedia