Various para, meta and ortho substituted formanilides have been theoretically studied. For trans and cis-isomers of non-substituted formanilide, the calculated B3LYP vibration normal modes were analysed. Substituent effect on the selected normal modes was described and the comparison with the available experimental data is presented. The calculated B3LYP proton affinities were correlated with Hammett constants, Fujita-Nishioka equation and the rate constants of the hydrolysis in 1 M HCl. Found linear dependences allow predictions of dissociation constants (pK_BH⁺) and hydrolysis rate constants. Obtained results indicate that protonation of amide group may represent the rate determining step of acid catalyzed hydrolysis.

中文翻译：

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酸性水溶液中甲草胺水解的取代作用的计算分析和建模

从理论上研究了各种对位，间位和邻位取代的马来酸酐。为反式和顺式非取代的甲酰苯胺的异构体，所计算的B3LYP振动正常模式进行分析。描述了替代物对所选正常模式的影响，并与可用的实验数据进行了比较。计算出的B3LYP质子亲合力与Hammett常数，Fujita-Nishioka方程以及在1 M HCl中水解的速率常数相关。发现线性相关性可以预测解离常数（p K _BH ⁺）和水解速率常数。所得结果表明酰胺基的质子化可以代表酸催化水解的速率确定步骤。