Nearest-Neighbor and Non-Nearest-Neighbor Interactions between Substituents in the Benzene Ring. Experimental and Theoretical Study of Functionally Substituted Benzamides.
Nearest-Neighbor and Non-Nearest-Neighbor Interactions between Substituents in the Benzene Ring. Experimental and Theoretical Study of Functionally Substituted Benzamides.
复制标题
苯环中取代基之间的最近邻和非最近邻相互作用。
DOI：
10.1021/acs.jpca.6b10332
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发表时间：
2016
期刊：
影响因子：
--
通讯作者：
R. N. Nagrimanov
中科院分区：
文献类型：
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作者：
S. P. Verevkin;V. N. Emel’yanenko;R. N. Nagrimanov
通过燃烧量热法测量2-和4-羟基苯甲酰胺形成的标准摩尔比。用蒸腾法计算了苯甲酰胺和2-羟基苯甲酰胺的蒸气压。根据蒸汽压温度依赖性获得了这些化合物在298 K下的标准升华或蒸发摩尔焓。热化学数据与羟基，甲基，甲氧基，氨基和酰胺取代基苯甲酰胺进行了收集，评估，并测试内部一致性。高水平的G4量子化学方法用于相互验证的实验和理论气相生成的光谱。苯环上取代基之间的最近邻和非最近邻相互作用的集合已经被评估。本文提出了一种简单的增量法，用于快速评价取代苯甲酰胺的汽化和气相生成能力。
Standard molar enthalpies of formation of 2- and 4-hydroxybenzamides were measured by combustion calorimetry. Vapor pressures of benzamide and 2-hydroxybenzamide were derived by the transpiration method. Standard molar enthalpies of sublimation or vaporization of these compounds at 298 K were obtained from vapor pressure temperature dependence. Thermochemical data on benzamides with hydroxyl, methyl, methoxy, amino, and amide substituents were collected, evaluated, and tested for internal consistency. The high-level G4 quantum-chemical method was used for mutual validation of the experimental and theoretical gas-phase enthalpies of formation. Sets of nearest-neighbor and non-nearest-neighbor interactions between substituents in the benzene ring have been evaluated. A simple incremental procedure has been suggested for a quick appraisal of the vaporization and gas-phase formation enthalpies of the substituted benzamides.