Abstract
The IR spectra of aminoalcohols in the gas phase show that in practically all instances (with the exception of N-allylaminoethanol) they are present mainly as monomers, with or without intramolecular H-bonds (IHB), the former predominating in the vicinal compounds. In 1,4-aminoalcohols the concentrations of molecules with and without IHB are practically equalized. The strongest IHB occur in the seven-membered intramolecular rings which are formed in 4-aminobutan-1-o1, for which the greatest difference is observed between the frequencies of the free OH groups and those bound in IHB. Analysis of the effect of an increase in temperature on the intensities of the νOH bands of the free OH groups and of those bound in IHB shows that the partial rupture of the IHB occurs to a greater extent in the unsubstituted aminoalcohols of the vicinal series than in aminoalcohols with two alkyl substituents on the amino group. The IHB exhibit less tendency to break with rise in temperature in the vicinal aminoalcohols than in the 1,3- and 1,4-aminoalcohols.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1323–1333, June, 1990.
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Kharitonov, Y.Y., Khoshabova, É.G. & Rodnikova, M.N. IR absorption spectra of some aminoalcohols in the gas phase. Russ Chem Bull 39, 1190–1199 (1990). https://doi.org/10.1007/BF00962382
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DOI: https://doi.org/10.1007/BF00962382