Infrared study of hydrogen bonds involving N-heterocyclic bases and phenols was written by Goethals, Muriel;Czarnik-Matusewicz, Boguslawa;Zeegers-Huyskens, Therese. And the article was included in Journal of Heterocyclic Chemistry in 1999.Formula: C7H5N3 This article mentions the following:
The hydrogen bond complexes between phenols and N-heteroaromatic bases 2,4,6-tri(2-pyridyl)-1,3,5-triazine, 2,2′,2″-terpyridine, quinoxaline, pyrido[2,3-b]pyrazine, pyzazino[2,3-f]quinoxaline and 5-nitrophenanthroline are investigated by IR spectroscopy in 1,2-dichloroethane. The stability constants of the complexes involving N-heteroaromatic bases characterized by two vicinal nitrogen atoms having lone pairs pointing to each other are higher than predicted from their basicity. Possible differences between protonation and hydrogen bond formation are discussed. N-heteroaromatic bases such as tri(2-pyridyl)-1,3,5-triazine or phenanthrolines cannot be considered as proton sponges but their behavior is intermediate between that of the classical heteroaromatic bases and the proton sponges. In the experiment, the researchers used many compounds, for example, Pyrido[2,3-b]pyrazine (cas: 322-46-3Formula: C7H5N3).
Pyrido[2,3-b]pyrazine (cas: 322-46-3) belongs to pyrazine derivatives. Pyrazinesare six-membered aromatic heterocyclic organic compounds with two nitrogen atoms at 1,4-positions. Pyrazine is a weaker base (pKb = 13.4) than pyridine (pKb = 8.8), pyrimidine (pKb = 12.7). Pyrazine heterocycles and their benzo derivatives possess many interesting properties, including chemical reactivity profiles, and have diverse applications in total synthesis, medicine, chemical biology, materials, dyes, and imaging.Formula: C7H5N3