Centro de Investigação em Química (CIQUP), Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, Rua do Campo Alegre, 687, P-4169-007 Porto, Portugal.
Molecules. 2021 Dec 21;27(1):24. doi: 10.3390/molecules27010024.
The determination of the reliable thermodynamic properties of 2-benzoxazolinone derivatives is the main goal of this work. Some correlations are established between the energetic properties determined and the structural characteristics of the title compounds, and the reactivity of this class of compounds is also evaluated. Static-bomb combustion calorimetry and high-temperature Calvet microcalorimetry were used to determine, respectively, the standard molar enthalpies of formation in the solid state and the standard molar enthalpies of sublimation, both at = 298.15 K. Using the results obtained for each compound, the respective gas-phase standard molar enthalpy of formation was derived. High-level quantum chemical calculations were performed to estimate the same property and the results evidence good accordance. Moreover, the gas-phase relative thermodynamic stability of 2-benzoxazolinone derivatives was also evaluated using the respective gas-phase standard molar Gibbs energy of formation. In addition, the relationship between the energetic and structural characteristics of the benzoxazolinones is presented, evidencing the enthalpic increments associated with the presence of a methyl and a nitro groups in the molecule, and this effect is compared with similar ones in other structurally related compounds.
本工作的主要目标是确定 2-苯并恶唑啉酮衍生物的可靠热力学性质。在标题化合物的结构特征与能量性质之间建立了一些相关性，并评估了此类化合物的反应性。使用静态弹式量热法和高温 Calvet 微量量热法分别在 = 298.15 K 下测定了固态的标准摩尔生成焓和升华的标准摩尔焓。利用每个化合物的实验结果，推导出了各自的气相标准摩尔生成焓。进行了高精度量子化学计算以估算相同的性质，结果表明两者具有良好的一致性。此外，还使用各自的气相标准摩尔生成吉布斯能评估了 2-苯并恶唑啉酮衍生物的气相相对热力学稳定性。此外，还介绍了苯并恶唑啉酮的能量性质与结构特征之间的关系，证明了分子中存在甲基和硝基基团所引起的焓增量，并且将该效应与其他结构相关的类似化合物进行了比较。
