Conformational equilibria of ethanolamine and its hydrochloride in solution.

Org Lett

Gates and Crellin Laboratories of Chemistry, California Institute of Technology, Pasadena, California 91125, USA.

Published: October 2007

The conformational preferences of ethanolamine and its hydrochloride in solution were estimated by comparing experimental NMR vicinal proton-proton coupling constants to semiemprical coupling constants for each staggered rotamer, derived by the Haasnoot-Altona method. Strong gauche preferences are observed for both ethanolamine and its hydrochloride over a wide range of solvent polarities. Concentration was not observed to significantly affect the position of the conformer equilibria.

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http://dx.doi.org/10.1021/ol7020077DOI Listing

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