文章基本信息

标题：Is Hammett Correlation of Dipole Moments of mono-Substituted Benzenes Helpful to Distinguish o,p-Directing Groups from m-Directing Groups in an Aromatic Electrophilic Substitution? A Chemical Education Perspective
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作者：R. Sanjeev ; D. A. Padmavathi ; V. Jagannadham 等
期刊名称：World Journal of Chemical Education
印刷版ISSN：2375-1665
电子版ISSN：2375-1657
出版年度：2022
卷号：10
期号：1
页码：20-22
DOI：10.12691/wjce-10-1-3
语种：English
出版社：Science and Education Publishing
摘要：In chemistry literature it is so far achieved to distinguish o,p-directing groups from m-directing groups purely on the basis of only relative yields of ortho, para and meta electrophilic substituted products in the benzene ring and it is also based on their ability to disturb the pi-electron density at the carbons. It is for the first time in chemistry literature using dipole moment data a linear free energy relationship (LFER), Hammett equation is used to distinguish o,p-directing groups from m-directing groups. This could be achieved by constructing Hammett plots with dipole moments versus Hammett σpara substituent constants for electron donating groups and Hammett σmeta substituent constants for electron withdrawing groups. Good straight lines are obtained with correlation coefficients close to 0.9 with certainly an unmistakable trend.
关键词：hammett equation;dipole moments;o;p-Directing groups;m-Directing groups