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Journal Articles: 101 results
Saying What You Mean: Teaching Mechanisms in Organic Chemistry  J. Brent Friesen
Ways to maintain clarity and consistency when teaching reaction mechanisms in organic chemistry include the use of balanced reaction equations, avoiding the use of shortcut notations, including key electrons and bonds in structural representations, and distinguishing between covalent and ionic bonds.
Friesen, J. Brent. J. Chem. Educ. 2008, 85, 1515.
Learning Theories |
Mechanisms of Reactions |
Reactions
Evaluating Mechanisms of Dihydroxylation by Thin-Layer Chromatography  Benjamin 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
Dynamic Reaction Figures: An Integrative Vehicle for Understanding Chemical Reactions  Emeric Schultz
Describes the dynamic reaction figure, a flexible learning tool that can be used to balance chemical equations, predict the results of potential reactions, present the underlying mechanism of reactions, and solve quantitative problems in a number of areas.
Schultz, Emeric. J. Chem. Educ. 2008, 85, 386.
Acids / Bases |
Aqueous Solution Chemistry |
Mechanisms of Reactions |
Nonmajor Courses
Six Pillars of Organic Chemistry  Joseph J. Mullins
This article focuses on a core set of conceptselectronegativity, polar covalent bonding, inductive and steric effects, resonance, and aromaticitythe proper application of which can explain and predict a wide variety of chemical, physical, and biological properties of molecules and conceptually unite important features of general, organic, and biochemistry.
Mullins, Joseph J. J. Chem. Educ. 2008, 85, 83.
Bioorganic Chemistry |
Covalent Bonding |
Hydrogen Bonding |
Mechanisms of Reactions |
Periodicity / Periodic Table |
Reactive Intermediates |
Resonance Theory
Probing the Rate-Determining Step of the Claisen–Schmidt Condensation by Competition Reactions  Kendrew K. W. Mak, Wing-Fat Chan, Ka-Ying Lung, Wai-Yee Lam, Weng-Cheong Ng, and Siu-Fung Lee
This article describes a physical organic experiment to identify the rate-determining step of the ClaisenSchmidt condensation of benzaldehyde and acetophenone by studying the linear free energy relationship.
Mak, Kendrew K. W.; Chan, Wing-Fat; Lung, Ka-Ying; Lam, Wai-Yee; Ng, Weng-Cheong; Lee, Siu-Fung. J. Chem. Educ. 2007, 84, 1819.
Aldehydes / Ketones |
Aromatic Compounds |
Gas Chromatography |
Kinetics |
Mechanisms of Reactions |
Synthesis
Creatine Synthesis: An Undergraduate Organic Chemistry Laboratory Experiment  Andri L. Smith and Paula Tan
Describes the synthesis of creatine monohydratea popular supplement used in sports requiring short bursts of energyfor introductory organic chemistry laboratory courses. The synthesis illustrates the electrophilic nature of nitriles, as well as the nucleophilic nature of amines.
Smith, Andri L.; Tan, Paula. J. Chem. Educ. 2006, 83, 1654.
Amines / Ammonium Compounds |
Aqueous Solution Chemistry |
Bioorganic Chemistry |
Chromatography |
Dyes / Pigments |
Mechanisms of Reactions |
Microscale Lab |
Thin Layer Chromatography
Colorful Chemical Demonstrations on the Extraction of Anionic Species from Water into Ether Mediated by Tricaprylylmethylammonium Chloride (Aliquat 336), a Liquid–Liquid Phase-Transfer Agent  Anil Joseph Pezhathinal, Kerensa Rocke, Louis Susanto, Derek Handke, Roch Chan-Yu-King, and Patrick Gordon
Provides a list of safe and easy experiments to demonstrate the extraction of colorful, water-soluble reagents by Aliquat 336 into ether. The demonstrations simulate the preliminary extractive step of an ionic species in liquidliquid phase transfer-catalyzed reactions and introduce various undergraduate chemistry concepts and principles to students.
Pezhathinal, Anil Joseph; Rocke, Kerensa; Susanto, Louis; Handke, Derek; Chan-Yu-King, Roch; Gordon, Patrick. J. Chem. Educ. 2006, 83, 1161.
Alkanes / Cycloalkanes |
Amines / Ammonium Compounds |
Catalysis |
Dyes / Pigments |
Reactions |
Mechanisms of Reactions
Laboratory Experiments on the Electrochemical Remediation of the Environment. Part 8. Microscale Simultaneous Photocatalysis  Jorge G. Ibanez, Rodrigo Mena-Brito, and Arturo Fregoso-Infante
In this article we describe a microscale experiment in which the simultaneous oxidation of an organic compound (citric acid) and the reduction of a metal ion (Cu2+) are photocatalytically performed in an aqueous slurry containing TiO2 irradiated with UV light. This produces electrons (capable of reducing the metal ions) and holes (capable of oxidizing the organic molecule) that can be used for environmental clean up. The experiment allows students to have a better comprehension of the different phenomena involved in a typical photocatalytic process.
Ibanez, Jorge G.; Mena-Brito, Rodrigo; Fregoso-Infante, Arturo. J. Chem. Educ. 2005, 82, 1549.
Aqueous Solution Chemistry |
Electrochemistry |
Microscale Lab |
Oxidation / Reduction |
Reactions |
Photochemistry |
Semiconductors |
UV-Vis Spectroscopy
Using Building-Block Puzzles To Practice Drawing Organic Mechanisms  Ender Erdik
This pencil-and-paper activity is designed to test the ability of students in writing intermediates and products in the reactions of ketones. An undergraduate student who is successful in organic chemistry at the sophomore level is expected to fill in empty boxes with the appropriate "building blocks", which are atoms and atom groups (neutral or ionic). Solving the puzzle will give the formulas of reactants, reactive intermediates, and products. Students test their understanding of reaction mechanisms while having fun.
Erdik, Ender. J. Chem. Educ. 2005, 82, 1325.
Reactive Intermediates |
Synthesis |
Aldehydes / Ketones |
Mechanisms of Reactions
Why Chemical Reactions Happen (James Keeler and Peter Wothers)  John Krenos
By concentrating on a limited number of model reactions, this book presents chemistry as a cohesive whole by tying together the fundamentals of thermodynamics, chemical kinetics, and quantum chemistry, mainly through the use of molecular orbital interpretations.
Krenos, John. J. Chem. Educ. 2004, 81, 201.
Mechanisms of Reactions |
Thermodynamics |
Kinetics |
Quantum Chemistry |
MO Theory
Chemical Equilibria Involving Copper(II) Ethylenediamine Complexes  Roberto Zingales
Demonstration illustrating the formation of two different complexes when copper(II) ions react with ethylenediamine.
Zingales, Roberto. J. Chem. Educ. 2003, 80, 535.
Equilibrium |
Aqueous Solution Chemistry |
Reactions |
Amines / Ammonium Compounds |
Precipitation / Solubility
The Application of the Concept of Extent of Reaction  Adela E. Croce
Effectively applying the concept of extent of reaction and the degree of advancement in describing the course of a chemical reaction (particularly multistep reactions) and expressing reaction rate equations.
Croce, Adela E. J. Chem. Educ. 2002, 79, 506.
Kinetics |
Mechanisms of Reactions |
Rate Law
Redox Redux: Recommendations for Improving Textbook and IUPAC Definitions  Ed Vitz
Defining oxidation / reduction reactions as those in which oxidation states of the reactant(s) change.
Vitz, Ed. J. Chem. Educ. 2002, 79, 397.
Electrochemistry |
Mechanisms of Reactions |
Oxidation / Reduction |
Oxidation State
Of Magnets and Mechanisms  Edward G. Neeland
Using magnets to demonstrate the electron flow (mechanism) of nucleophilic substitution reactions.
Neeland, Edward G. J. Chem. Educ. 2002, 79, 186.
Magnetic Properties |
Mechanisms of Reactions |
Learning Theories |
Nucleophilic Substitution
Discovery-Oriented Approach To Organic Synthesis: Tandem Aldol Condensation-Michael Addition Reactions. Identifying Diastereotopic Hydrogens in an Achiral Molecule by NMR Spectroscopy  Nanette Wachter-Jurcsak and Kendra Reddin
Procedure illustrating aldol condensation and Michael addition reactions.
Wachter-Jurcsak, Nanette; Reddin, Kendra. J. Chem. Educ. 2001, 78, 1264.
NMR Spectroscopy |
Synthesis |
Stereochemistry |
Aromatic Compounds |
Aldehydes / Ketones |
Addition Reactions |
Mechanisms of Reactions
Systems of Chemical Equations as Reasonable Reaction Mechanisms  Sergey V. Dorozhkin
Helping students to determine reasonable reaction mechanisms among simple inorganic compounds.
Dorozhkin, Sergey V. J. Chem. Educ. 2001, 78, 917.
Stoichiometry |
Mechanisms of Reactions |
Learning Theories
A More Realistic Teaching Style in Spectroscopic Instruction  Mar Gómez Gallego, Santiago Romano, Miguel A. Sierra, and Enrique Nieto
A practical application of spectroscopic analysis in intermediate and advanced organic chemistry to determine reaction mechanisms and identify products; provides three specific problems.
Gallego, Mar Gómez; Romano, Santiago; Sierra, Miguel A.; Nieto, Enrique. J. Chem. Educ. 2001, 78, 765.
Mechanisms of Reactions |
NMR Spectroscopy |
Learning Theories |
Spectroscopy |
Molecular Properties / Structure |
Qualitative Analysis
Intermediates, Transition States, Butterflies, and Frogs  Trevor M. Kitson
The changes that occur in typical simple SN1 and SN2 reactions are compared to the metamorphoses undergone by caterpillars and tadpoles, respectively.
Kitson, Trevor M. J. Chem. Educ. 2001, 78, 504.
Mechanisms of Reactions |
Reactive Intermediates |
Nucleophilic Substitution
When A + B  Is Not Equal To B + A  Erling Antony, Lindsay Mitchell, and Lauren Nettenstrom
Many acid-base chemistry demonstrations and laboratory manuals include the "baking soda volcano". Others use the formation of calcium carbonate from calcium hydroxide and carbon dioxide in human breath. This demonstration uses principles from both as well as stoichiometry to answer the question "Does the order of mixing of reagents make a difference?"
Antony, Erling; Mitchell, Lindsay; Nettenstrom, Lauren. J. Chem. Educ. 2000, 77, 1180.
Acids / Bases |
Stoichiometry |
Reactions
Epoxide Chemistry: Guided Inquiry Experiment Emphasizing Structure Determination and Mechanism  H. G. Krishnamurty, Niveta Jain, and Kiran Samby
An operationally simple three-step synthesis of an a-hydroxy acid based on epoxide chemistry. The focus of the experiment is on the preparation of the chalcone epoxide and its reaction with hot alcoholic alkali. The experiment leads to an unpredicted reaction product.
Krishnamurty, H. G.; Jain, Niveta; Samby, Kiran. J. Chem. Educ. 2000, 77, 511.
Epoxides |
Molecular Properties / Structure |
Mechanisms of Reactions |
Synthesis
Multicomponent Reactions: A Convenient Undergraduate Organic Chemistry Experiment  Ricardo Bossio, Stefano Marcaccini, Carlos F. Marcos, and Roberto Pepino
Two experiments for the synthesis of a -lactam and a succinimide, based on a 4-component Ugi condensation. The experimental procedures for both syntheses are identical except for the choice of the starting amine, whose electron richness is controlled by the presence or absence of an electron-withdrawing group.
Bossio, Ricardo; Marcaccini, Stefano; Marcos, Carlos F.; Pepino, Roberto. J. Chem. Educ. 2000, 77, 382.
Synthesis |
Drugs / Pharmaceuticals |
IR Spectroscopy |
NMR Spectroscopy |
Mechanisms of Reactions |
Molecular Properties / Structure
Organizing Organic Reactions: The Importance of Antibonding Orbitals  David E. Lewis
It is proposed that unoccupied molecular orbitals arbitrate much organic reactivity, and that they provide the basis for a reactivity-based system for organizing organic reactions. Such a system is proposed for organizing organic reactions according to principles of reactivity, and the system is discussed with examples of the frontier orbitals involved.
Lewis, David E. J. Chem. Educ. 1999, 76, 1718.
Covalent Bonding |
Mechanisms of Reactions |
MO Theory
Chemiluminescence Demonstration Illustrating Principles of Ester Hydrolysis Reactions  Andrew G. Hadd, David W. Lehmpuhl, Laura R. Kuck, and John W. Birks
Peroxyoxalate chemiluminescence, the most efficient nonenzymatic chemiluminescence reaction known, is used to demonstrate mechanistic features of analogous ester hydrolysis reactions.
Hadd, Andrew G.; Lehmpuhl, David W.; Kuck, Laura R.; Birks, John W. J. Chem. Educ. 1999, 76, 1237.
Kinetics |
Photochemistry |
Mechanisms of Reactions |
Atomic Properties / Structure |
Esters
Using Large Glass Cylinders To Demonstrate Chemical Reactions  Wobbe de Vos
This article describes a simple laboratory experiment that aims at pedagogic as well as aesthetic aspects of chemical reactions. Experiments of this type have a high educational potential as students have the opportunity to observe the actual formation of a precipitate instead of just being able to see the result. The experiment is also suitable for demonstrating some of the fascinating beauty of chemical reactions to the general public.
de Vos, Wobbe. J. Chem. Educ. 1999, 76, 528.
Laboratory Equipment / Apparatus |
Aqueous Solution Chemistry |
Reactions
Teaching Chemistry Using the Movie Apollo 13  James G. Goll and B. J. Woods
The use of this popular movie has helped generate interest in chemistry courses.
Goll, James G.; Woods, B. J. J. Chem. Educ. 1999, 76, 506.
Undergraduate Research |
Learning Theories |
Reactions |
Applications of Chemistry
The Ammonia Smoke Fountain: An Interesting Thermodynamic Adventure  M. Dale Alexander
The ammonia smoke fountain demonstration utilizes a modification of the apparatus used in the standard ammonia fountain. The modification allows for the introduction of hydrogen chloride gas into a flask of ammonia rather than water. The flow rate of hydrogen chloride gas into the flask in the smoke fountain is not constant, but periodic; that is, the smoke puffs from the end of the tube. This unexpected behavior elicits an interesting thermodynamic explanation.
Alexander, M. Dale. J. Chem. Educ. 1999, 76, 210.
Acids / Bases |
Gases |
Thermodynamics |
Reactions |
Stoichiometry |
Precipitation / Solubility
Slide Projector Corrosion Cell  Silvia Tejada, Estela Guevara, and Esperanza Olivares
The process of corrosion can be demonstrated in a slide projector, since the cell is in the shape of a slide, or on the stage of an overhead projector by setting up a simple galvanic cell. Corrosion occurs as the result of a galvanic cell reaction, in which the corroding metal acts as the anode. Several simple demonstrations relating to corrosion are described here.
Tejada, Silvia; Guevara, Estela; Olivares, Esperanza. J. Chem. Educ. 1998, 75, 747.
Electrochemistry |
Microscale Lab |
Oxidation / Reduction |
Reactions |
Electrolytic / Galvanic Cells / Potentials |
Applications of Chemistry
Kinetic Demonstration of Intermolecular General Acid (GA) Catalysis in Thiolysis of 9-Anilinoacridine   Mohammad Niyaz Khan
After nearly five decades of active research and numerous publications on GA-GB catalysis, introduction of an experiment on GA for students majoring in enzymology/physical organic chemistry at advanced undergraduate/postgraduate level is appropriate. A kinetic experiment involving the reaction of 2-mercaptoethanol (2-ME) with 9-anilinoacridine (9-ANA) is designed to demonstrate intermolecular GA catalysis.
Khan, Mohammad Niyaz. J. Chem. Educ. 1998, 75, 632.
Bioinorganic Chemistry |
Bioorganic Chemistry |
Mechanisms of Reactions |
Catalysis |
Acids / Bases |
Kinetics
Database vs. Expert System Teaching Paradigms: Using Organic Reaction Mechanisms To Teach Chemical Intuition  Paul H. Scudder
This paper presents an expert-system-designed course that has worked well to teach students how to formulate reasonable hypotheses in organic chemistry. The course organizes reactants into generic electron sources and sinks, and treats reaction mechanisms as assemblies of a limited number of recognizable mechanistic steps.
Scudder, Paul H. J. Chem. Educ. 1997, 74, 777.
Learning Theories |
Mechanisms of Reactions
Catalytic Transfer Hydogenation Reactions for Undergraduate Practical Programs  R. W. Hanson
A brief review of catalytic transfer hydrogenation (CTH) reactions is given. Attention is drawn, particularly, to the utility of ammonium formate as the hydrogen donor in this type of reaction.
Hanson, R. W. J. Chem. Educ. 1997, 74, 430.
Catalysis |
Aldehydes / Ketones |
Alcohols |
Amines / Ammonium Compounds |
Mechanisms of Reactions
Organic Chemistry, Third Edition  reviewed by Timothy D. Lash
The author continues to stress the use of reaction mechanisms, and this remains a strong point in the new edition. The heart and soul of modern organic chemistry revolves around these concepts, and this framework is essential for a textbook of this type.
Lash, Timothy D. J. Chem. Educ. 1996, 73, A312.
Mechanisms of Reactions
Synthesis of a Bromohydrin: An Experiment Demonstrating Markovnikov Addition  Diane J. Porter, Andrea T. Stewart, and Carl T. Wigal
Microscale procedure that demonstrates Markovnikov addition without the production of noxious products (i.e. mercury).
Porter, Diane J.; Stewart, Andrea T.; Wigal, Carl T. J. Chem. Educ. 1995, 72, 1039.
Mechanisms of Reactions |
Synthesis |
Microscale Lab |
Microscale Lab
Acetylation of Ferrocene: A Study of the Friedel-Crafts Acylation Mechanism as Measured by HPLC Using an Internal Standard  Newirth, Terry L.; Srouji, Nadine
An experimental procedure that allows students to reach conclusions about the mechanism of an organic reaction (Friedel-Crafts acylation) based on their own data analysis; includes sample data and analysis.
Newirth, Terry L.; Srouji, Nadine J. Chem. Educ. 1995, 72, 454.
Mechanisms of Reactions |
Synthesis |
Chromatography |
HPLC
Chart for Deciding Mechanism for Reaction of Alkyl Halide with Nucleophile/Base  McClelland, Bruce W.
The decision chart offered here is based upon the well-known and accepted characteristics of the reaction system mechanisms described in typical introductory organic chemistry textbooks.
McClelland, Bruce W. J. Chem. Educ. 1994, 71, 1047.
Mechanisms of Reactions |
Nucleophilic Substitution
KineticsLab: The Crystal Violet/Sodium Hydroxide Reaction  Cannon, John F.; Gammon, Steven D.; Hunsberger, Lynn R.
A computer-assisted experiment to collect and analyze data for a kinetic study of the decolorization of crystal violet in basic solution.
Cannon, John F.; Gammon, Steven D.; Hunsberger, Lynn R. J. Chem. Educ. 1994, 71, 238.
Kinetics |
Rate Law |
Reactions
The Blue Bottle Experiment Revisited: How Blue? How Sweet?  Cook, A. Gilbert; Tolliver, Randi M.; Williams, Janelle E.
Determining whether other colors and carbohydrates are possible with the "Blue Bottle" reaction.
Cook, A. Gilbert; Tolliver, Randi M.; Williams, Janelle E. J. Chem. Educ. 1994, 71, 160.
Aromatic Compounds |
Reactions |
Rate Law |
Mechanisms of Reactions |
Carbohydrates |
Oxidation / Reduction
Microscale elimination reactions: Experiments for organic chemistry using the small scale approach  Gilow, Helmuth M.
Procedure illustrating E1 and E2 reactions.
Gilow, Helmuth M. J. Chem. Educ. 1992, 69, A265.
Microscale Lab |
Reactions |
Elimination Reactions |
Alcohols |
Alkenes |
Catalysis
The dehydrohalogenation of 2-bromobutane: A simple illustration of anti-Saytzeff elimination as a laboratory experiment for organic chemistry.  Leone, Stephen A.; Davis, J. David.
A quantitative microscale experiment of the dehydrohalogenation of 2-bromobutane to explore how increasing the base size affects the distribution of products.
Leone, Stephen A.; Davis, J. David. J. Chem. Educ. 1992, 69, A175.
Microscale Lab |
Elimination Reactions |
Mechanisms of Reactions
Corn chip aroma: A classroom demonstration on the preparation of a Schiff base  Sartori, Antony T.; Wood, William F.
Preparing 3-methylimino-2-butanone.
Sartori, Antony T.; Wood, William F. J. Chem. Educ. 1992, 69, 572.
Aldehydes / Ketones |
Synthesis |
Reactions |
Mechanisms of Reactions
The conversion of chemical energy: Part 1. Technological examples  Wink, Donald J.
When a chemical reaction occurs, the energy of the chemical species may change and energy can be released or absorbed from the surroundings. This can involve the exchange of chemical energy with another kind of energy or with another chemical system.
Wink, Donald J. J. Chem. Educ. 1992, 69, 108.
Reactions |
Thermodynamics |
Electrochemistry |
Photosynthesis
Recovery of silver from and some uses for waste silver chloride  Murphy, J. A.; Ackerman, A. H.; Heeren, J. K.
Procedures for conversion to silver nitrate, using waste AgCl as an oxidizing agent, and electrodepositon experiments.
Murphy, J. A.; Ackerman, A. H.; Heeren, J. K. J. Chem. Educ. 1991, 68, 602.
Reactions |
Oxidation / Reduction |
Electrochemistry
An operationally simple hydroboration-oxidation experiment  Kabalka, George W.; Wadgaonkar, Prakash P.; Chatla, Narayana
The reactions involve the use of in situ generated diborane as the hydroborating reagent and sodium perborate as the oxidizing agent to convert cyclopentene to cyclopentanol.
Kabalka, George W.; Wadgaonkar, Prakash P.; Chatla, Narayana J. Chem. Educ. 1990, 67, 975.
Synthesis |
Mechanisms of Reactions |
Alkenes |
Alcohols
A simple procedure for the base-catalyzed cleavage of benzopinacolone to triphenylmethane: An undergraduate experiment  Stranberg, Michael; Anselme, J. -P.
A simple procedure for the base-catalyzed cleavage of benzopinacolone to triphenylmethane: An undergraduate experiment.
Stranberg, Michael; Anselme, J. -P. J. Chem. Educ. 1990, 67, 616.
Catalysis |
Aldehydes / Ketones |
Mechanisms of Reactions |
Synthesis
The cadmium-sodium nitrate reaction  Hill, William D., Jr.
A reaction involving lead and sodium nitrate prompted the idea to try reacting cadmium and sodium nitrate with the anticipation of producing cadmium oxide.
Hill, William D., Jr. J. Chem. Educ. 1990, 67, 529.
Quantitative Analysis |
Reactions
The pitfalls of precipitation reactions   Slade, Peter W.; Rayner-Canham, Geoffrey W.
This is an overview of specific equilibria problems in precipitation reactions.
Slade, Peter W.; Rayner-Canham, Geoffrey W. J. Chem. Educ. 1990, 67, 316.
Precipitation / Solubility |
Reactions
The Logichem Organic Inference Program (Burden, F.R.)  Mahaffy, Peter G.
The Logichem Organic Inference Progarm is designed to provide a data base of reactions between organic chemicals.
Mahaffy, Peter G. J. Chem. Educ. 1989, 66, A129.
Reactions
A study of the E2 reaction for the microscale organic lab  Flash, Patrick; Galle, Fred; Radil, Mark
Students determine the pseudo-first-order rate constant for the elimination of HBr from 2-bromobutane and measure the yield and approximate composition of the alkene products, determine the yield of alkenes from 1-bromobutane under the same conditions, and examine the effect of changing solvent polarity on alkene yields for the two halides.
Flash, Patrick; Galle, Fred; Radil, Mark J. Chem. Educ. 1989, 66, 958.
Elimination Reactions |
Mechanisms of Reactions |
Rate Law |
Kinetics
Selective reductions in the teaching laboratory  Jones, Alan G.
Reductions of nitrophenylethanone, aminophenylethanone, and nitrophenylethanol.
Jones, Alan G. J. Chem. Educ. 1989, 66, 611.
Aromatic Compounds |
Amines / Ammonium Compounds |
Oxidation / Reduction |
Mechanisms of Reactions |
IR Spectroscopy
Introduction to overhead projector demonstrations  Kolb, Doris
General suggestions for using the overhead projector and 21 demonstrations. [Debut]
Kolb, Doris J. Chem. Educ. 1987, 64, 348.
Rate Law |
Reactions |
Catalysis |
Equilibrium |
Transition Elements |
Metals |
Oxidation / Reduction |
Acids / Bases
The synthesis of 5,5'-diphenylhydantoin: A novel benzil-benzilic acid rearrangement  Pankaskie, Marvin C.; Small, Laverne
A novel benzil-benzilic acid rearrangement.
Pankaskie, Marvin C.; Small, Laverne J. Chem. Educ. 1986, 63, 650.
Synthesis |
Heterocycles |
Mechanisms of Reactions |
Amines / Ammonium Compounds
Michael addition and aldol condensation: A simple teaching model for organic laboratory  Garcia-Raso, A.; Garcia-Raso, J.; Sinisterra, J. V.; Mestres, R.
Three experiments are presented in this paper: Michael addition; Michael addition followed by aldol addition; and Michael addition followed by aldol condensation.
Garcia-Raso, A.; Garcia-Raso, J.; Sinisterra, J. V.; Mestres, R. J. Chem. Educ. 1986, 63, 443.
Addition Reactions |
Aldehydes / Ketones |
Alcohols
Phase-transfer-catalyzed alkylation of ethyl acetoacetate and diethyl malonate  Thompson, Douglas L.; Reeves, Perry C.
Improved method that requires shorter reaction times and safer reagents than traditional procedures.
Thompson, Douglas L.; Reeves, Perry C. J. Chem. Educ. 1985, 62, 907.
Catalysis |
Mechanisms of Reactions |
Synthesis
The design of laboratory experiments in the 1980's: A case study on the oxidation of alcohols with household bleach  Mohrig, Jerry R.; Nienhuis, David M.; Linck, Catherine F.; Van Zoeren, Carol; Fox, Brian G.; Mahaffy, Peter G.
Improved safety by replacing chromium(VI) with bleach in the oxidation of an alcohol.
Mohrig, Jerry R.; Nienhuis, David M.; Linck, Catherine F.; Van Zoeren, Carol; Fox, Brian G.; Mahaffy, Peter G. J. Chem. Educ. 1985, 62, 519.
Oxidation / Reduction |
Alcohols |
Mechanisms of Reactions
The Wittig reaction in the undergraduate organic laboratory  Warner, John C.; Anastas, Paul T.; Anselme, Jean-Pierre
Using phase-transfer catalysis to prepare cis- and trans-stilbenes from the Wittig condensation of benzaldehyde.
Warner, John C.; Anastas, Paul T.; Anselme, Jean-Pierre J. Chem. Educ. 1985, 62, 346.
Mechanisms of Reactions |
Synthesis |
Catalysis |
Diastereomers |
Stereochemistry
Photon-initiated hydrogen-chloride reaction: Improvements on a lecture demonstration  Ramette, R. W.
Improvements to the photon-initiated reaction between hydrogen and chlorine gas - the gas mixture is generated by the electrolysis of 8 M HCl.
Ramette, R. W. J. Chem. Educ. 1984, 61, 722.
Photochemistry |
Reactions
Aromatic substitution reactions: when you've said ortho, meta, and para you haven't said it all  Traynham, James G.
The author presents a range of examples for nucleophilic, electrophilic, and free-radical reactions where the ipso is an important, predominant, or even exclusive site of reaction.
Traynham, James G. J. Chem. Educ. 1983, 60, 937.
Nucleophilic Substitution |
Electrophilic Substitution |
Free Radicals |
Diastereomers |
Stereochemistry |
Reactions
Student preparation of alkanols from alkenes  McKee, J. R.; Kauffman, J. M.
The hydration of 1-hexene to form 2-hexanol demonstrates Markovnikov addition, produces a higher yield of alcohol, and starts with a less expensive alkene than cyclohexene hydrations.
McKee, J. R.; Kauffman, J. M. J. Chem. Educ. 1982, 59, 695.
Alcohols |
Alkenes |
Mechanisms of Reactions |
Addition Reactions
The mechanism of the formaldehyde clock reaction: Methylene glycol dehydration  Burnett, M. G.
Results of investigation to determine the mechanism of the formaldehyde clock reaction.
Burnett, M. G. J. Chem. Educ. 1982, 59, 160.
Mechanisms of Reactions |
Kinetics |
Rate Law
An introductory level kinetics investigation  McGarvey, J. E. B.; Knipe, A. C.
A kinetic study of the hydrolysis of 3-bromo-3-phenylpropanoic acid.
McGarvey, J. E. B.; Knipe, A. C. J. Chem. Educ. 1980, 57, 155.
Kinetics |
Rate Law |
Mechanisms of Reactions
Favorskii rearrangement in bridged polycyclic compounds  Chenier, Philip J.
Favorskii rearrangement in bridged polycyclic compounds: This can be classified as an intramolecular rearrangement from carbon to carbon, involving a migrating group Z moving without its electrons from migrating origin A to an electron-rich terminus B.
Chenier, Philip J. J. Chem. Educ. 1978, 55, 286.
Mechanisms of Reactions |
Carboxylic Acids |
Aldehydes / Ketones |
Aromatic Compounds
Project for problem-oriented undergraduate organic or integrated undergraduate laboratory  Silveira, Augustine, Jr.
This paper reports on an open-ended project which allows a great degree of flexibility in the laboratory. The project provided about a 6-week study for groups of 24 students each.
Silveira, Augustine, Jr. J. Chem. Educ. 1978, 55, 57.
Synthesis |
Undergraduate Research |
Spectroscopy |
Diastereomers |
Addition Reactions |
MO Theory |
Elimination Reactions |
Thermodynamics |
Kinetics
Preparation of vanillin from eugenol and sawdust  Lampman, Gary M.; Andrews, Jennifer; Bratz, Wayne; Hanssen, Otto; Kelley, Kenneth; Perry, Dana; Ridgeway, Anthony
Two procedures are described for the conversion of eugenol to vanillin.
Lampman, Gary M.; Andrews, Jennifer; Bratz, Wayne; Hanssen, Otto; Kelley, Kenneth; Perry, Dana; Ridgeway, Anthony J. Chem. Educ. 1977, 54, 776.
Synthesis |
Consumer Chemistry |
Food Science |
Mechanisms of Reactions |
Aromatic Compounds |
Oxidation / Reduction
Synthesis of 4-methyl-3-heptanol and 4-methyl-3-heptanone. Two easily synthesized insect pheromones  Einterz, Robert M.; Ponder, Jay W.; Lenox, Ronald S.
A two step reaction sequence involving the Grignard synthesis of an alcohol followed by oxidation of this alcohol to the corresponding ketone.
Einterz, Robert M.; Ponder, Jay W.; Lenox, Ronald S. J. Chem. Educ. 1977, 54, 382.
Natural Products |
Synthesis |
Applications of Chemistry |
Grignard Reagents |
Mechanisms of Reactions |
Stereochemistry |
Alcohols |
Aldehydes / Ketones
Experiments with electrophilic aromatic substitution reactions  Cox, B.; Kubler, D. G.; Wilson, C. A.
Comparing the bromination and nitration of benzene.
Cox, B.; Kubler, D. G.; Wilson, C. A. J. Chem. Educ. 1977, 54, 379.
Reactions |
Aromatic Compounds |
Electrophilic Substitution |
Stereochemistry |
Diastereomers
Lap-dissolve slides. Multiple-use formats for pre-laboratory instruction  Fine, Leonard W.; Harpp, David N.; Krakower, Earl; Snyder, James P.
Describes and provides examples of the lap-dissolve effect, a technique that uses two 35mm slide projectors to convey changing images in a large lecture setting.
Fine, Leonard W.; Harpp, David N.; Krakower, Earl; Snyder, James P. J. Chem. Educ. 1977, 54, 72.
Reactions |
Mechanisms of Reactions
Micelle catalysis of an aromatic substitution reaction  Corsaro, Gerald; Smith, J. K.
This article describes an experiment which demonstrates micelle catalysis.
Corsaro, Gerald; Smith, J. K. J. Chem. Educ. 1976, 53, 589.
Micelles |
Aromatic Compounds |
Reactions |
Catalysis
Photolysis of a heterocyclic compound. An advanced undergraduate experiment  Jarrar, Adil A.
This experiment is adapted to suit an organic chemistry introduction course and may be introduced near the final stages when the students have acquired the ability to speculate about the mechanisms of the reactions involved. Students appreciated working with small quantities of beautifully crystalline solids.
Jarrar, Adil A. J. Chem. Educ. 1974, 51, 755.
Reactions |
Crystals / Crystallography |
Heterocycles
Stereospecific thermal cycloadditions and catalyzed isomerizations: An organic laboratory project  Pasto, D. J.; Duncan, J. A.; Silversmith, E. F.
The authors have prepared a sequence of experiments for their undergraduate organic chemistry laboratory concerned with the preparation of cis and trans 1,4-diphenyl-2-butene-1,4diones, their cycloadditions reactions with cyclopentandiene, and with related isomerization reactions of both the sequence, which has met with much success experimentally, clearly and collectively demonstrates certain aspects of the concepts of thermodynamics, kinetics, and stereochemistry and photochemistry.
Pasto, D. J.; Duncan, J. A.; Silversmith, E. F. J. Chem. Educ. 1974, 51, 277.
Photochemistry |
Constitutional Isomers |
Addition Reactions
Dihalocarbene addition reaction  Goh, S. H.
This experiment illustrates the synthetic utility of carbenes and that of phase transfer catalysis.
Goh, S. H. J. Chem. Educ. 1973, 50, 678.
Alkenes |
Addition Reactions |
Reactions |
Mechanisms of Reactions |
Catalysis |
Synthesis
The preparation of 3-phenylanthranil. A sequential experiment for the undergraduate organic laboratory  Kenny, David H.; Strieter, Jeffrey C.
A sequence of reactions that can be completed by the average student over ten weeks and involves a Friedel-Crafts reaction and Hofmann rearrangement.
Kenny, David H.; Strieter, Jeffrey C. J. Chem. Educ. 1972, 49, 130.
Synthesis |
Reactions
Nonlinear Hammett relationships  Schreck, James 0.
The author provides examples of nonlinear structure-reactivity , Hammett correlation's, and summarize most of the types of reactions in which deviations due to change in mechanism or rate-controlling step occur.
Schreck, James 0. J. Chem. Educ. 1971, 48, 103.
Mechanisms of Reactions |
Aromatic Compounds
1,2-Anionic rearrangements. An example of mechanistic evolution  Pine, Stanley H.
This article is an updated understanding on 1,2-anionic rearrangements, as many textbooks are 10 years out of date.
Pine, Stanley H. J. Chem. Educ. 1971, 48, 99.
Mechanisms of Reactions
Donor-acceptor interactions in organic chemistry  Sunderwirth, S. G.
The purpose of this article is to aid teachers in making even more effective use of theoretical considerations in teaching organic chemistry; the primary objective is to emphasize the underlying principles that are common to the following four basic types of reactions: substitution, addition, elimination, and rearrangement.
Sunderwirth, S. G. J. Chem. Educ. 1970, 47, 728.
Reactions |
Mechanisms of Reactions |
Addition Reactions |
Elimination Reactions |
Nucleophilic Substitution
Demonstration of photochemistry and the dimerization and trapping of free radicals  Silversmith, Ernest F.
This demonstration uses simple equipment and involves a rapid, readily noticeable color change and also illustrates dimerization and the trapping of free radicals.
Silversmith, Ernest F. J. Chem. Educ. 1970, 47, 315.
Photochemistry |
Free Radicals |
Reactions
An experiment to illustrate nucleophilic aromatic substitution and tautomerism  Farmer, J. L.; Haws, E. J.
Students hydrolyze 2-chloropyridine and then examine the tautomeric mixture produced using infrared spectroscopy.
Farmer, J. L.; Haws, E. J. J. Chem. Educ. 1970, 47, 41.
Nucleophilic Substitution |
Aromatic Compounds |
Synthesis |
Mechanisms of Reactions |
IR Spectroscopy
Preparation of p-anisole: An organic chemistry experiment  Smith, Richard F.; Bates, Alvin C.
In this experiment, p-anisaldehyde is converted to p-anisonitrile by a modification of the three-step aldehyde-nitrile synthesis of Smith and Walker.
Smith, Richard F.; Bates, Alvin C. J. Chem. Educ. 1969, 46, 174.
Synthesis |
Mechanisms of Reactions |
Addition Reactions |
Nucleophilic Substitution |
Elimination Reactions |
Catalysis
Bimolecular nucleophilic displacement reactions  Edwards, John O.
The bimolecular nucleophilic displacement reaction is important and should be included in any detailed discussion of kinetics and mechanism at an early undergraduate level.
Edwards, John O. J. Chem. Educ. 1968, 45, 386.
Reactions |
Nucleophilic Substitution |
Kinetics |
Mechanisms of Reactions
From stoichiometry and rate law to mechanism  Edwards, John O.; Greene, Edward F.; Ross, John
Examines the rules used by chemists as guidelines in developing mechanisms from stoichiometric and rate law observations.
Edwards, John O.; Greene, Edward F.; Ross, John J. Chem. Educ. 1968, 45, 381.
Stoichiometry |
Rate Law |
Kinetics |
Mechanisms of Reactions |
Equilibrium |
Reactive Intermediates
1-bromo-3-chloro-5-iodobenzene: An eight-step synthesis from benzene  Ault, Addison; Kraig, Raymond
Presents an eight-step synthesis of 1-bromo-3-chloro-5-iodobenzene from benzene.
Ault, Addison; Kraig, Raymond J. Chem. Educ. 1966, 43, 213.
Synthesis |
Aromatic Compounds |
Mechanisms of Reactions
The use of oxidation potentials in inorganic chemistry  Jolly, William L.
This paper attempts to show, using a minimum of thermodynamics, how oxidation potentials can be used to predict the products and driving forces of oxidation-reduction reactions.
Jolly, William L. J. Chem. Educ. 1966, 43, 198.
Oxidation / Reduction |
Reactions |
Thermodynamics
A three-step synthesis: 2,4-Dinitrophenylhydrazine from benzene  Ault, Addison
Presents a synthetic sequence for use in the introductory organic chemistry laboratory: the synthesis of 2,4-dinitrophenylhydrazine from benzene by way of bromobenzene and 2,4-dinitrobromobenzene.
Ault, Addison J. Chem. Educ. 1965, 42, 267.
Synthesis |
Aromatic Compounds |
Mechanisms of Reactions |
Reactions
Polymer synthesis in the undergraduate organic laboratory  Sorenson, Wayne R.
Presents a series of experiments on polymer synthesis for the undergraduate organic laboratory.
Sorenson, Wayne R. J. Chem. Educ. 1965, 42, 8.
Synthesis |
Polymerization |
Reactions |
Mechanisms of Reactions
A new clock reaction preparation of dicinnamalacetone  King, L. Carroll; Ostrum, G. Kenneth
Presents a new clock reaction preparation of dicinnamalacetone.
King, L. Carroll; Ostrum, G. Kenneth J. Chem. Educ. 1964, 41, A139.
Reactions |
Kinetics |
Rate Law
The hydration of carbon dioxide: A double clock experiment  Jones, P.; Haggett, Max L.; Longridge, Jethro L.
This extension of the "Soda Water Clock" experiment provides a quantitative kinetics investigation.
Jones, P.; Haggett, Max L.; Longridge, Jethro L. J. Chem. Educ. 1964, 41, 610.
Reactions |
Rate Law |
Kinetics |
pH |
Acids / Bases |
Aqueous Solution Chemistry
A simple kinetic investigation of an organic reaction mechanism  Landgrebe, John A.
This kinetic experiment allows the student to determine what factors affect the rate of a reaction and how this information can be rationalized in terms of a logical sequence of molecular events.
Landgrebe, John A. J. Chem. Educ. 1964, 41, 567.
Kinetics |
Reactions |
Mechanisms of Reactions
Nucleophilic reactions at trigonally bonded carbon  Cash, R. Vincent
Examines the mechanisms of nucleophilic displacement reactions, nucleophilic addition reactions, and nucleophilic addition with elimination, all at trigonally bonded carbon.
Cash, R. Vincent J. Chem. Educ. 1964, 41, 108.
Nucleophilic Substitution |
Reactions |
Mechanisms of Reactions |
Addition Reactions |
Elimination Reactions
Colorimetric chemical kinetics experiment  Corsaro, Gerald
This article describes an experiment in which a photocolorimetric technique is employed to follow a bimolecular reaction rate; the reactants are crystal violet and the hydroxide ion.
Corsaro, Gerald J. Chem. Educ. 1964, 41, 48.
Kinetics |
Rate Law |
Reactions
Principles of chemical reaction  Sanderson, R. T.
The purpose of this paper is to examine the nature of chemical change in the hope of recognizing and setting forth the basic principles that help us to understand why they occur.
Sanderson, R. T. J. Chem. Educ. 1964, 41, 13.
Reactions |
Thermodynamics |
Mechanisms of Reactions |
Kinetics |
Synthesis |
Covalent Bonding |
Ionic Bonding |
Metallic Bonding
Alkali metal-water reactions  Markowitz, Meyer M.
The typical open-air demonstration of sodium reacting with water does not in reality represent the typical reaction of an alkali metal with liquid water; the article goes on to consider other factors that may influence these reactions.
Markowitz, Meyer M. J. Chem. Educ. 1963, 40, 633.
Reactions |
Metals |
Water / Water Chemistry
KineticsEarly and often  Campbell, J. A.
Describes an approach to investigating kinetics and its application to the "blue bottle" experiment.
Campbell, J. A. J. Chem. Educ. 1963, 40, 578.
Kinetics |
Equilibrium |
Mechanisms of Reactions
The decarboxylation of organic acid  March, Jerry
Simple aliphatic acids (except for acetic) do not give good yields of the corresponding alkanes through decarboxylation, although many organic chemistry textbooks cite this as a general method for the preparation of alkanes.
March, Jerry J. Chem. Educ. 1963, 40, 212.
Acids / Bases |
Reactions |
Synthesis |
Alkanes / Cycloalkanes |
Carboxylic Acids
Multicenter and assisted mechanistic pathways in the reactions of organometallic compounds  Dessy, Raymond E.; Paulik, Frank
Examines a variety of nucleophilic and electrophilic, multicenter and assisted mechanistic pathways in the reactions of organometallic compounds.
Dessy, Raymond E.; Paulik, Frank J. Chem. Educ. 1963, 40, 185.
Organometallics |
Mechanisms of Reactions |
Nucleophilic Substitution |
Electrophilic Substitution
Reactions of functional groups: An approach for the basic course in organic chemistry  Bauer, Ludwig; Daniels, Ralph
Outlines an introductory organic chemistry curriculum based on the reactions of functional groups.
Bauer, Ludwig; Daniels, Ralph J. Chem. Educ. 1962, 39, 303.
Reactions
The chemistry of benzyne  Bunnett, Joseph F.
Examines the chemistry of benzyne and alkynes.
Bunnett, Joseph F. J. Chem. Educ. 1961, 38, 278.
Aromatic Compounds |
Reactions |
Mechanisms of Reactions |
Alkynes
The reduction of carbon dioxide  Hollander, Jerome; Spialter, Leonard
Examines the reduction of carbon through a variety of processes, including catalytic hydrogenation, reduction by metals and complex metal hydrides, electrochemical reduction, and reduction under the influence of radiation.
Hollander, Jerome; Spialter, Leonard J. Chem. Educ. 1958, 35, 446.
Reactions |
Oxidation / Reduction |
Catalysis |
Metals |
Electrochemistry |
Nuclear / Radiochemistry
Comparative organic chemistry: Carbon and silicon  Wilk, I. J.
Contrasts silicone chemistry with that of regular organic compounds.
Wilk, I. J. J. Chem. Educ. 1957, 34, 463.
Covalent Bonding |
Ionic Bonding |
Mechanisms of Reactions |
Stereochemistry
Spot reaction experiments (Tr. by Ralph E. Oesper)  Feigl, Fritz
The development of new spot tests for organic analysis led to the discovery of reaction modes of organic compounds, which are of interest as spot tests for teaching purposes.
Feigl, Fritz J. Chem. Educ. 1957, 34, 457.
Reactions
An efficient chemiluminescent system and a chemiluminescent clock reaction  White, Emil H.
Presents the investigation of two chemiluminescent systems - the first is particularly brilliant and the second acts as a clock reaction.
White, Emil H. J. Chem. Educ. 1957, 34, 275.
Photochemistry |
Reactions
The preparation of 2,3,6-tri-t-butylphenol  Somers, Bruce G.; Cook, Clinton D.
This preparation has been conducted by second-semester, elementary organic chemistry students with good results.
Somers, Bruce G.; Cook, Clinton D. J. Chem. Educ. 1955, 32, 312.
Synthesis |
Phenols |
Mechanisms of Reactions
Fragments of Chemistry. 3. Silicon, germanium, and tin  Kraus, Charles A.
Examines the chemistry of silicon, germanium, and tin.
Kraus, Charles A. J. Chem. Educ. 1952, 29, 488.
Reactions
The mechanisms of the reactions of aliphatic hydrocarbons  Schmerling, Louis
Examines the formation of carbonium ions and free radicals, the polymerization of olefins, hydrogen-halogen exchange, the condensation of haloalkanes with alkenes, the alkylation of paraffins, the condensation of paraffins with chloroolefins, the cracking of paraffins and olefins, and the isomerization of paraffins.
Schmerling, Louis J. Chem. Educ. 1951, 28, 562.
Mechanisms of Reactions |
Alkanes / Cycloalkanes |
Free Radicals |
Polymerization