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The Comparative Nucleophilicity of Naphthoxide Derivatives in Reactions with a Fast-Red TR DyeCheryl M. Mascarenhas In this experiment, organic chemistry students perform reactions between three naphthyl acetate derivatives and the diazonium salt Fast-Red TR. Students discover under what conditions the hydrolysis and electrophilic aromatic substitution is fastest and slowest, allowing them to conclude that latter, rather than the former, is rate-limiting. Mascarenhas, Cheryl M. J. Chem. Educ.2008, 85, 1271.
Alcohols |
Aromatic Compounds |
Dyes / Pigments |
Esters |
IR Spectroscopy |
NMR Spectroscopy |
Synthesis |
Thin Layer Chromatography |
UV-Vis Spectroscopy
The Preparation and Enzymatic Hydrolysis of a Library of EstersElizabeth M. Sanford and Traci L. Smith In this investigative case study, students work collaboratively to prepare and characterize a library of esters using Fischer esterification and alcoholysis of acid chlorides and their subsequent enzymatic hydrolysis by pig liver and orange peel esterases. Sanford, Elizabeth M.; Smith, Traci L. J. Chem. Educ.2008, 85, 944.
Drugs / Pharmaceuticals |
Enzymes |
Esters |
Industrial Chemistry |
IR Spectroscopy |
NMR Spectroscopy |
Synthesis |
Thin Layer Chromatography
The Baeyer–Villiger Oxidation with Trifluoroacetic Acid and Household Sodium PercarbonateRichard A. Kjonaas and Anthony E. Clemons Reports a method for carrying out the BaeyerVilliger oxidation of cyclopentanone to d-valerolactone in a large-section introductory organic chemistry laboratory course. Kjonaas, Richard A.; Clemons, Anthony E. J. Chem. Educ.2008, 85, 827.
