Experimental and Theoretical Studies on Tautomerism and Acid−Base Behavior of N-(2-Oxo-2H-chromen-3-yl)acetamide

Autor:	Cemil Öğretir, Murat Duran, Sinem Aydemir
Rok vydání:	2010
Předmět:	Chemistry General Chemical Engineering Chemical shift General Chemistry Carbon-13 NMR Tautomer Dissociation (chemistry) Chemical species chemistry.chemical_compound Atomic orbital Physical chemistry Organic chemistry Equilibrium constant Acetamide
Zdroj:	Journal of Chemical & Engineering Data. 55:5634-5641
ISSN:	1520-5134 0021-9568
DOI:	10.1021/je100530r
Popis:	The structures of all of the chemical species involved in the prototropic tautomerism and acid-base dissociation equilibria of N-(2-oxo-2H-chromen-3-yl)acetamide were determined both experimentally and theoretically. Using the calculated acidity constants, the prototropic equilibrium constants for keto-enol tautomerizm were determined. The enolate and the keto-amino forms were found to be predominant. The gauge including atomic orbital method for calculating 1 H and 13 C NMR nuclear magnetic shielding tensors at both the Hartree-Fock and density functional levels of theory was applied to N-(2-oxo-2H-chromen-3yl)acetamide. The obtained theoretical data were compared to the experimental data. A satisfactory agreement between the experimental chemical shifts and the theoretical values of shielding constants were obtained. Acceptable correlations were presented between experimental and theoretical results.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2722e42b63aba8b024780cbb4d4cb4f7 https://doi.org/10.1021/je100530r Zobrazit plný text záznamu