Calorimetric and equilibrium studies on some stable nitroxide and iminoxy radicals. Approximate O-H bond dissociation energies in hydroxylamines and oximes

DOI	Trouver le DOI : https://doi.org/10.1021/ja00807a018
Auteur	Rechercher : Mahoney, L.R.; Rechercher : Mendenhall, G.D.¹; Rechercher : Ingold, K. U.¹
Affiliation du nom	Conseil national de recherches du Canada
Format	Texte, Article
Résumé	The differences in the heats of formation in solution of the stable free radicals, 2,2,6,6-tetramethylpiperid-4-one 1-oxyl (1a), 2,2,6,6-tetramethylpiperdine N-oxyl (1b), and di-tert-butyliminoxy (2), and their hydrogenated precursors have been determined by a direct calorimetric technique. The equilibrium constants for the hydrogen atom transfer reactions of these radicals with certain hydroxylamines and oximes were then determined by the epr spectroscopic method. The analysis of the results of these experiments leads to the predictions that the O-H bond strengths of unhindered dialkylhydroxylamines are in the range of 72-74 kcal/mol while the O-H bond strengths of simple unhindered oximes are equal to approximately 86 kcal/mol.
Date de publication	1973
Dans	Journal of the American Chemical Society 95, nº 26 (1973) : 8610–8614.
Langue	anglais
Publications évaluées par des pairs	Oui
Numéro NPARC	21276781
Exporter la notice	Exporter en format RIS
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Identificateur de l’enregistrement	297e2c22-f57f-4b7b-be37-ba7646e8c982
Enregistrement créé	2015-10-13
Enregistrement modifié	2020-03-13