An NMR investigation of the importance of intramolecular hydrogen bonding in determining the conformational equilibrium of ethylene glycol in solution |
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Authors: | Petterson Krag A Stein Robin S Drake Michael D Roberts John D |
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Affiliation: | Gates and Crellin Laboratories of Chemistry, California Institute of Technology, Pasadena, California 91125, USA. |
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Abstract: | Although conformational analysis by NMR of ethylene glycol indicates generally strong preferences for the gauche conformation in solvents ranging from water to chloroform, the bulk of the NMR evidence indicates that intramolecular hydrogen bonding between the hydroxyl groups is unlikely to be a significant factor in determining that preference, except possibly in fairly non-polar solvents. The 'gauche effect' is clearly very important, especially in aqueous solution. |
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