2000•Magnetic Resonance in ChemistryRequires access

Hydrogen bonding in diethyl 2-hydroxypropylphosphonate-an example of equilibrium between intramolecular and intermolecular bonding

Roman Gancarz, Rafał Latajka, Beata Małuszek, Ewa Żymańczyk–Duda, Paweł Kafarski

Abstract

The conformations of diethyl 2-hydroxypropylphosphonate in CDCl3 were studied by means of NMR spectroscopy. This compound forms species in which intermolecular hydrogen bonding prevails in concentrated solutions whereas intramolecular bonds are predominant in dilute solutions. Usually both types of species exist in dynamic equilibrium and the formation of a certain hydrogen bond determines which of the conformers (trans or gauche) is predominant in a given solution. Copyright © 2000 John Wiley & Sons, Ltd.

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Key concepts: Chemistry, Intramolecular force, Intermolecular force, Hydrogen bond, Conformational isomerism, Low-barrier hydrogen bond, Computational chemistry, Nuclear magnetic resonance spectroscopy