Intramolecular Hydrogen Bonds. XIII. The Preferable Conformation of α-Hydroxy-carboxylic ando-Hydroxybenzoic Acids

Autor: Yuzuru Asano, Nobuo Mori, Toshiko Irie, Yojiro Tsuzuki
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