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A More Challenging Interpretative Nitration Experiment Employing Substituted Benzoic Acids and AcetanilidesEdward M. Treadwell and Tung-Yin Lin An experiment is described involving the nitration of ortho or meta, monosubstituted benzoic acids and monochlorinated acetanilides with nitric acid to evaluate the regioselectivity of addition through computational methods and 1H NMR spectroscopy. Treadwell, Edward M.; Lin, Tung-Yin. J. Chem. Educ.2008, 85, 1541.
Aromatic Compounds |
Computational Chemistry |
Electrophilic Substitution |
Molecular Modeling |
NMR Spectroscopy |
Synthesis
A Green, Guided-Inquiry Based Electrophilic Aromatic Substitution for the Organic Chemistry LaboratoryEric Eby and S. Todd Deal This alternative, electrophilic aromatic substitutionan iodination reaction of salicylamide, a popular analgesicuses environmentally friendly reagents and serves as a guided-inquiry experiment in which students are asked to predict the orientation of the substitution reaction and determine the product's structure using FT-IR spectroscopy. Eby, Eric; Deal, S. Todd. J. Chem. Educ.2008, 85, 1426.
Aromatic Compounds |
Constitutional Isomers |
Electrophilic Substitution |
Green Chemistry |
IR Spectroscopy |
Synthesis
Zeroing In on Electrophilic Aromatic SubstitutionDavid C. Forbes, Mohini Agarwal, Jordan L. Ciza, and Heather A. Landry Presents a unique and novel illustration of reactivity trends in the formation of trisubstituted benzene derivatives from disubstituted systems using electrophilic aromatic substitution reactions. Forbes, David C.; Agarwal, Mohini; Ciza, Jordan L.; Landry, Heather A. J. Chem. Educ.2007, 84, 1878.
