Structural and energetic characterization of the tautomers 2-benzothiazolinone and 2-hydroxybenzothiazole

• Tipo: Artigo em Revista Científica Internacional
• Data: 2014

Autores

Ana L R Silva (Autor) Outra; Victor M F Morais (Autor) Outra; Maria D M C R Ribeiro da Silva (Autor) FCUP

Revista

Título: Journal of Molecular Structure

Vol. 1078

Páginas: 197-206

ISSN: 0022-2860

Editora: Elsevier

Indexação

ISI Web of Knowledge - 9 Citações

Scopus - 11 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-009-X8Q

DOI: 10.1016/j.molstruc.2014.05.043

Abstract (EN): This work reports an experimental and computational thermochemical study for 2-benzothiazolinone. The standard (p degrees = 0.1 MPa) molar energy of combustion of this compound was measured by rotating bomb combustion calorimetry. The standard molar enthalpy of the corresponding transition from crystalline to gaseous phases, at T = 298.15 K, was obtained from high temperature Calvet microcalorimetry measurements. The experimental results enable the calculation of the standard molar enthalpy of formation of the compound, in the gaseous state, at T = 298.15 K. The gas-phase enthalpies of formation of the title compounds, 2-benzothiazolinone and its enol form 2-hydroxybenzothiazole, were estimated computationally from high-level oh initio molecular orbital calculations at the G3(MP2)//B3LYP level of theory. The computed value for the keto form compares very well with the experimental result obtained in this work. The hydroxy <-> oxo tautomerism of the title compounds was explored in this work as it may be relevant to their ability to occur as different polymorphic forms.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 10