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Diels-Alder Visualization Several computer animations of a Diels-Alder reaction that were created as an undergraduate student project are presented.
Addition Reactions |
Alkenes
Addition Reactions of Alkenes The Diels-Alder reaction, addition of oxygen to tetrakis(N, N-dimethylamino) ethylene, polymerization of ethylene, and addition of iodine to a-pinene are demonstrated. Molecular models of ethene are shown.
The Iodochlorination of Styrene: An Experiment That Makes a DifferenceR. Gary Amiet and Sylvia Urban This purpose of this laboratory exercise is to determine the various substitution and elimination products generated in the iodochlorination of styrene and their relative proportions through the application of mechanistic principles and a basic knowledge of GCMS and NMR. Amiet, R. Gary; Urban, Sylvia. J. Chem. Educ.2008, 85, 962.
Alkenes |
Constitutional Isomers |
Gas Chromatography |
Instrumental Methods |
Mass Spectrometry |
Mechanisms of Reactions |
NMR Spectroscopy |
Synthesis |
Student-Centered Learning
Evaluating Mechanisms of Dihydroxylation by Thin-Layer ChromatographyBenjamin T. Burlingham and Joseph C. Rettig Presents a microscale experiment in which cyclohexene is dihydroxylated under three sets of conditions and the products determined through thin-layer chromatography. Teams of students evaluate proposed mechanisms for each dihydroxylation in light of the data collected. Burlingham, Benjamin T.; Rettig, Joseph C. J. Chem. Educ.2008, 85, 959.
Addition Reactions |
Alkenes |
Diastereomers |
Mechanisms of Reactions |
Microscale Lab |
Stereochemistry |
Synthesis |
Thin Layer Chromatography
Pyrolysis of Aryl Sulfonate Esters in the Absence of Solvent: E1 or E2? A Puzzle for the Organic LaboratoryJohn J. Nash, Marnie A. Leininger, and Kurt Keyes An aryl sulfonate ester is synthesized and then pyrolyzed at reduced pressure. The volatile products are analyzed using gas chromatography to determine whether the thermal decomposition occurs via an E1 or E2 mechanism. Nash, John J.; Leininger, Marnie A.; Keyes, Kurt . J. Chem. Educ.2008, 85, 552.
The Reaction Rolodex; A Web-Based System for Learning Reactions in Organic ChemistryEric Mahan This Web-based system of note cards has been developed to aid students in learning the vast number of reactions encountered in organic chemistry. A thorough knowledge of these reactions is essential for success in first- and second-semester organic chemistry courses. The reactions are organized by functional group and can be chosen from a menu at the left side of the Web page. Once a particular reaction has been selected, the main frame displays the reactant(s) and reagent(s) along with a question mark in place of the product. After considering the reaction as long as needed, the user can click the question mark to reveal the reaction product. Clicking the product will again hide the answer and regenerate the question mark so that the reaction can be practiced again. Selecting other reactions from the menu on the left allows them to be practiced in the same manner.
Reactions
Chemical Reactions (Netorials)Rachel Bain, Mithra Biekmohamadi, Liana Lamont, Mike Miller, Rebecca Ottosen, John Todd, and David Shaw Chemical Reactions: this is a resource in the collection "Netorials". The Netorials cover selected topics in first-year chemistry including: Chemical Reactions, Stoichiometry, Thermodynamics, Intermolecular Forces, Acids & Bases, Biomolecules, and Electrochemistry.
