Vinyl cation

The vinyl cation is a carbocation with the positive charge on an alkene carbon. Its empirical formula of the parent ion is C
2
H+
3
. Vinyl cation are invoked as reactive intermediates in solvolysis of vinyl halides, as well as electrophilic addition to alkynes and allenes.

Note that unlike the allyl and benzyl carbocations (top left and right, respectively), the electron-deficient carbon of the vinyl carbocation (bottom) is double-bonded.