Ana L. R. Silva, V. Morais, M. D. R. D. Silva
Dec 25, 2014
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Influential Citations
10
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Journal
Journal of Molecular Structure
Abstract
Abstract This work reports an experimental and computational thermochemical study for 2-benzothiazolinone. The standard (p° = 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 ab 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.