Ka. Wheeler et Bm. Foxman, COCRYSTALLINE SALTS OF ALKYNOIC ACIDS - THE CRYSTAL AND MOLECULAR-STRUCTURE OF 2-AMINOPYRIDINIUM BUTYNOATE, Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals, 240, 1994, pp. 89-98
Mixing 2-butynoic acid and 2-aminopyridine in acetone produces the sal
t 2-aminopyridinium 2-butynoate (4) in high yield. An X-ray structure
determination of 4 (Space Group P2(1)/n, Z = 4) shows it to contain sh
ort acetylene-acetylene contacts as well as short contacts between the
pyridine N atom and the beta-carbon atom of the butynoate moiety. The
contacts are between centrosymmetrically-related ''dimer pairs'' of t
he cocrystalline salt, and are not part of an infinite array. The mate
rial is stable to heating or exposure to Co-60 gamma-rays.