2,1,3-Benzothiadiazole: Study of its structure, energetics and aromaticity

• Tipo: Artigo em Revista Científica Internacional
• Data: 2012

Autores

Margarida S Miranda (Autor) FCUP; Agostinha A R Matos (Autor) FCUP; Victor M F Morais (Autor) ICBAS; Joel F Liebman (Autor) Outra

Revista

Título: Journal of Chemical Thermodynamics

Vol. 50

Páginas: 30-36

ISSN: 0021-9614

Editora: Elsevier

Indexação

ISI Web of Knowledge - 7 Citações

Scopus - 7 Citações

Classificação Científica

FOS: Ciências da engenharia e tecnologias > Engenharia mecânica

Outras Informações

ID Authenticus: P-002-8TH

DOI: 10.1016/j.jct.2012.02.005

Abstract (EN): The present work reports an experimental study on the energetics of 2,1,3-benzothiadiazole and a computational study on its structure, energetics and aromaticity. In the experimental part the standard (p(o) = 0.1 MPa) massic energy of combustion, at T = 298.15 K, was measured by rotating bomb combustion calorimetry, in oxygen, and allowed the calculation of the respective standard molar enthalpy of formation, in the crystalline phase, at T = 298.15 K. The standard molar enthalpy of sublimation, at T = 298.15 K, was measured by high-temperature Calvet microcalorimetry. From the combination of data obtained by both techniques we were able to calculate the respective standard molar enthalpy of formation, in the gas phase, at T = 298.15 K: (276.6 +/- 2.5) kJ . mol (1). This thermochemical parameter was compared with estimates obtained from high level ab initio quantum chemical calculations using the G3(MP2)//B3LYP composite method and various appropriately chosen reactions. The molecular structure of 2,1,3-benzothiadiazole was obtained from DFT calculations with the B3LYP density functional and various basis sets: 6-31G(d), 6-311(d, p), 6-311+G(3df, 2p), aug-ccpVTZ and aug-ccpVQZ and its aromaticity and that of some related molecules were evaluated by analysis of nucleus independent chemical shifts (NICS) values.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 7