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An amino–imino resonance study of 2‐amino‐4‐methylpyridinium nitrate and 2‐amino‐5‐methylpyridinium nitrate
Authors:Xing‐Chen Yan  Yu‐Hua Fan  Cai‐Feng Bi  Xia Zhang  Zhong‐Yu Zhang
Abstract:The contributions of the amino and imino resonance forms to the ground‐state structures of 2‐amino‐4‐methylpyridinium nitrate, C6H9N2+·NO3, and the previously reported 2‐amino‐5‐methylpyridinium nitrate [Yan, Fan, Bi, Zuo & Zhang (2012). Acta Cryst. E 68 , o2084], were studied using a combination of IR spectroscopy, X‐ray crystallography and density functional theory (DFT). The results show that the structures of 2‐amino‐4‐methylpyridine and 2‐amino‐5‐methylpyridine obtained upon protonation are best described as existing largely in the imino resonance forms.
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