酯类化合物水解速率常数与其结构参数定量相关性研究  

On quantitative relationship between hydrolysis rate with structure parameters of ester and thiol esters

作　　者：仝建波[1] 张生万[1] 寇建仁[1] 赵彧旋[1] 

机构地区：[1]山西大学化学化工学院,山西太原030006

出　　处：《计算机与应用化学》2006年第5期436-439,共4页Computers and Applied Chemistry

基　　金：山西省自然科学基金(20041013)资助项目.

摘　　要：系统研究了酯类化合物的水解速率常数(k)。利用电子参数(X_G)、几何参数(X)分别对40个酯、24个硫酯化合物进行结构表征并与其水解速率常数(k)建立多元线性定量构效相关(QSPR)模型：logk=a+b∑X_G+c∑X(式中a、b、c为系数)同时运用逐步回归结合统计检测对模型变量进行筛选,最后对所得模型稳定性能进行了深入分析和检验。对40个酯类化合物建模计算值复相关系数(R_(cum))、标准偏差(SD)分别为0.9179、0.6729；对24个硫酯类化合物建模计算值复相关系数(R_(cum))、标准偏差(SD)分别为0.9495、0.2355。其结果表明,X_G c和X可较好地表达酯类化合物水解速率常数随结构变化的规律,为预测酯类化合物水解速率常数提供了一种新方法。Hydrolysis rates of 40 esters, 24 thiol esters were systematically studied in this paper. Some information of both electronic and geometrical parameters of these compounds were employed for their structural characterization. Two multiple linear regression （MLR） models were built as logk = a ＋ b ∑ Xc ＋ c ∑ X through variable screening by stepwise multiple regression （SMR） and examined by validation on its stability. The correlation coefficient （Rcum） , standard error （SD） of established models were 0. 9179, 0. 6729 and 0. 9495, 0. 2355 for 40 esters and 24 thiol esters, respectively. These results showed that both Xc and ∑ X were obviously related with hydrolysis rate of both alcohol and thiol esters. The developed multiple linear regression equations not only clarified there exist obvious relations between hydrolysis rates of esters and thiol esters and their molecular structural parameters, but also provided a new calculation method about hydrolysis rate of both alcohol and thiol esters.

关 键 词：酯 硫酯类化合物 水解速率常数 电子参数 几何参数 逐步回归 

分 类 号：O623.624[理学—有机化学]