Intramolecular Hydrogen Bonds. XIII. The Preferable Conformation of α-Hydroxy-carboxylic ando-Hydroxybenzoic Acids
Autor: | Yuzuru Asano, Nobuo Mori, Toshiko Irie, Yojiro Tsuzuki |
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Rok vydání: | 1969 |
Předmět: | |
Zdroj: | Bulletin of the Chemical Society of Japan. 42:482-487 |
ISSN: | 1348-0634 0009-2673 |
DOI: | 10.1246/bcsj.42.482 |
Popis: | The infrared hydroxyl and carbonyl stretching absorption spectra of salicylic, mandelic, and α-hydroxyisobutyric acids have been measured in dilute carbon tetrachloride solutions. The spectral data indicate that the first two acids exist exclusively in an internally-bonded conformation, one where the phenolic and the alcoholic hydroxyl groups form a hydrogen bond with the carbonyl oxygen atom of the cis-carboxyl structure, while the last acid takes, apart from such a conformation, another internally-bonded conformation, one where the hydroxyl group of the trans-carboxyl structure interacts with the alcoholic oxygen atom. |
Databáze: | OpenAIRE |
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