Summary
Investigation of aminonicotines and their hydrochlorides by the method of infrared absorption spectra showed.
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1.
The presence of an intramolecular hydrogen bond in α-aminonicotine. The wave number for the valancy vibration of the N-H link participating in the intramolecular hydrogen bond is 3325 cm−1 in the crystal and 3290 cm−1 in carbon tetrachloride solution.
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2.
The intramolecular bond in α-aminonicotine is broken when hydrogen halide or methyl iodide adds to the pyrrolidine nitrogen.
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3.
The hydrochlorides of α- and α-aminonicotines have similar spectra.
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Goldfarb, Y.L., Kondakova, M.S. & Shigoria, D.N. Investigation of hydrogen bonding in α-aminonicotine by the method of comparing infrared absorption spectra. Russ Chem Bull 5, 323–326 (1956). https://doi.org/10.1007/BF01172452
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DOI: https://doi.org/10.1007/BF01172452