1,2,3,5-Tetramethyl-1H-pyrazol-2-ium triiodide

Abstract

The title salt, C7H13N2+·I3−, was obtained unintentionally by methylation of 3,6-bis(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine and subsequent fragmentation. The pyrazolium ring is almost planar (r.m.s. deviation = 0.003 Å) and the triiodide anion deviates slightly from linearity [I—I—I = 177.099 (12)°]. No directional interactions occur in the crystal.

1-Vinyl-4-imidazoline-2-thione

“…The title compound is one of the small molecules whose structure, surprisingly, has not yet been described. Not only is the molecule itself interesting, it also allows further derivatization at the S and N atoms (Hummel et al, 2017;Oberparleiter et al, 2016), and gives access to a plethora of functionalized imidazolium salts. The primary alkylation takes place at the S atom; the resulting salt can then be deprotonated to yield a neutral 2-alkylsulfanyl-1-vinylimidazole, which can then be transformed into a quaternary salt.…”