Neutral, Ion Gas-Phase Energetics and Structural Properties of Hydroxybenzophenones

• Tipo: Artigo em Revista Científica Internacional
• Data: 2010

Autores

Juan Z Davalos (Autor) Outra; Andres Guerrero (Autor) Outra; Rebeca Herrero (Autor) Outra; Pilar Jimenez (Autor) Outra; Antonio Chana (Autor) Outra; Jose Luis M Abboud (Autor) Outra; Carlos F R A C Lima (Autor) Outra; Luis M N B F Santos (Autor) FCUP; Alexsandre F Lago (Autor) Outra

Revista

Título: Journal of Organic Chemistry

Vol. 75 Nº 8

Páginas: 2564-2571

ISSN: 0022-3263

Editora: American Chemical Society

Indexação

ISI Web of Knowledge - 18 Citações

Scopus - 18 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-003-7F6

DOI: 10.1021/jo100085b

Abstract (EN): We have carried out a study of the energetics, structural, and physical properties of o-, m-, and p-hydroxybenzophenone neutral molecules, C(13)H(10)O(2), and their corresponding anions. In particular, the standard enthalpies of formation in the gas phase at 298.15 K for all of these species were determined. A reliable experimental estimation of the enthalpy associated with intramolecular hydrogen bonding in chelated species was experimentally obtained. The gas-phase acidities (GA) of benzophenones, substituted phenols, and several aliphatic alcohols are compared with the corresponding aqueous acidities (pK(a)), covering a range of 278 kJ.mol(-1) in GA and 11.4 in pK(a). A computational study of the various species shed light on structural effects and further confirmed the self-consistency of the experimental results.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 8