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An NMR investigation of the importance of intramolecular hydrogen bonding in determining the conformational equilibrium of ethylene glycol in solution

✍ Scribed by Krag A. Petterson; Robin S. Stein; Michael D. Drake; John D. Roberts

Publisher: John Wiley and Sons
Year: 2005
Tongue: English
Weight: 131 KB
Volume: 43
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1512

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✦ Synopsis

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. Copyright © 2005 John Wiley & Sons, Ltd.

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