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  Home > JCE Print > Journal of Chemical Education > Issues > 2007  > November  >
Information • Textbooks • Media • Resources
Zeroing In on Electrophilic Aromatic Substitution
David C. Forbes, Mohini Agarwal, Jordan L. Ciza, and Heather A. Landry
Department of Chemistry, University of South Alabama, Mobile, AL 36688
Cover
November 2007
Vol. 84 No. 11
p. 1878
Abstract
A unique and novel illustration of reactivity trends in the formation of trisubstituted benzene derivatives from disubstituted systems using electrophilic aromatic substitution reactions is presented. The reactivity trends of seven transformations involving eight electron-withdrawing groups and eleven electron-releasing groups of 1,2-, 1,3-, and 1,4-disubstituted benzene derivatives were confirmed after performing literature searches using SciFinder Scholar. The net results in the placement of the third substituent are governed by the electronic and steric effects of preexisting substituents.
Supplement
A catalog of the 2,579 reaction data obtained through the SciFinder Scholar searches are available.
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Contents
  JCE2007p1878W.zip
JCE2007p1878W.xls (Microsoft Excel)
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Citation
Forbes, David C.; Agarwal, Mohini; Ciza, Jordan L.; Landry, Heather A. J. Chem. Educ. 2007, 84, 1878.
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Keywords
Aromatic Compounds; Constitutional Isomers; Electrophilic Substitution; Inquiry-Based / Discovery Learning; Organic Chemistry; Problem Solving / Decision Making; Reactions; Second-Year Undergraduate; Textbooks / Reference Books; Upper-Division Undergraduate
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History
Created:
Last Updated:
9/19/2007
9/27/2007
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