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Journal Articles: 35 results
Sudoku Puzzles as Chemistry Learning Tools  Thomas D. Crute and Stephanie A. Myers
Sudoku puzzles that use a mixture of chemical terms and symbols serve as a tool to encourage the necessary repetition and attention to detail desired for mastering chemistry. The classroom-ready examples provided use polyatomic ions, organic functional groups, and strong nucleophiles. Guidelines for developing additional puzzles are described.
Crute, Thomas D.; Myers, Stephanie A. J. Chem. Educ. 2007, 84, 612.
Learning Theories |
Nomenclature / Units / Symbols |
Student-Centered Learning
Developing Critical Thinking Skills: The "Sabotaged" Synthesis of Methyl p-Bromobenzoate  Eric J. Mahan and Mary Alice Nading
Before beginning an experiment, students are told that someone might have sabotaged their experiment to produce other-than-expected results. The objective is to perform the experiment, determine if any sabotage has occurred, and, if so, identify the changes that were made to the reagents as well as the person responsible.
Mahan, Eric J.; Nading, Mary Alice. J. Chem. Educ. 2006, 83, 1652.
Alcohols |
Carboxylic Acids |
Esters |
IR Spectroscopy |
NMR Spectroscopy |
Mass Spectrometry |
Synthesis
The IUPAC Rules for Naming Organic Molecules  Stanislaw Skonieczny
A systematic approach to naming polyfunctional organic compounds is presented. Latest IUPAC rules are incorporated and the table of order of precedence for the major functional groups is assembled.
Skonieczny, Stanislaw. J. Chem. Educ. 2006, 83, 1633.
Nomenclature / Units / Symbols
A Polymer in Everyday Life: The Isolation of Poly(vinyl alcohol) from Aqueous PVA Glues. An Undergraduate Chemistry Experiment   Yueh-Huey Chen and Jing-Fun Yaung
The IR spectra of three common and related polymers are used to identify functional groups and rationalize molecular structures.
Chen, Yueh-Huey; Yaung, Jing-Fun. J. Chem. Educ. 2006, 83, 1534.
Applications of Chemistry |
Aqueous Solution Chemistry |
Esters |
IR Spectroscopy |
Molecular Properties / Structure
Diastereoselectivity in the Reduction of α-Hydroxyketones. An Experiment for the Chemistry Major Organic Laboratory  David B. Ball
Describes a research type, inquiry-based project where students synthesize racemic ahydroxyketones using umpolung, a polarity-reversal approach; investigate chelating versus non-chelating reducing agents; and determine the diastereoselectivity of these reducing processes by NMR spectroscopy.
Ball, David B. J. Chem. Educ. 2006, 83, 101.
Addition Reactions |
Aldehydes / Ketones |
Chirality / Optical Activity |
Chromatography |
Conferences |
Constitutional Isomers |
Enantiomers |
NMR Spectroscopy |
Stereochemistry |
Synthesis |
Conformational Analysis
The Discovery-Oriented Approach to Organic Chemistry. 6. Selective Reduction in Organic Chemistry: Reduction of Aldehydes in the Presence of Esters Using Sodium Borohydride  Ashvin R. Baru and Ram S. Mohan
Describes two discovery oriented lab experiments involving the chemoselective reduction of vanillin acetate and methyl 4-formylbenzoate in the presence of esters using sodium borohydride, followed by product identification using 1H and 13C NMR spectroscopy.
Baru, Ashvin R.; Mohan, Ram S. J. Chem. Educ. 2005, 82, 1674.
NMR Spectroscopy |
Alcohols |
Aldehydes / Ketones |
Esters |
Oxidation / Reduction |
Thin Layer Chromatography |
Synthesis
Making Usable, Quality Opaque or Transparent Soap  Suzanne T. Mabrouk
First-year and organic chemistry students will learn the chemistry of soap by making some of the eleven described formulations, which produce usable, quality bars of soap. Opaque and transparent soaps are made in two and three hours, respectively. With an introduction to formulation chemistry, organic chemistry students can devise a formulation to synthesize their own opaque soap. Many of the formulations use commonly-available fats and oils, while some formulations incorporate specialty fats and oils for therapeutic purposes, for example, to relieve dry skin or itching.
Mabrouk, Suzanne T. J. Chem. Educ. 2005, 82, 1534.
Colloids |
Consumer Chemistry |
Lipids |
Nonmajor Courses |
Applications of Chemistry |
Esters
An Improved Preparation of 2,4-Dinitrophenylhydrazine Reagent  Ben Ruekberg and Eric Rossoni
In the analysis of aldehydes and ketones (both for characterizing the functional group and identifying such compounds by the melting points of their derivatives), 2,4-dinitrophenylhydrazine reagent is often used. Of the several formulations of this reagent, the most popular uses sulfuric acid. The method involves making a paste of 2,4-dinitro-phenylhydrazine in concentrated sulfuric acid, dispersion of the paste in ethanol, addition of water, and the filtration of the reagent. This improvement uses milder conditions, which may obviate the need for the final filtration. Those responsible for preparation of stock reagent solutions for classes should note that this method facilitates scaling up the preparation.
Ruekberg, Ben; Rossoni, Eric. J. Chem. Educ. 2005, 82, 1310.
Aldehydes / Ketones |
Laboratory Equipment / Apparatus |
Laboratory Management
Introducing JCE ChemInfo: Organic  Hans J. Reich
JCE ChemInfo: Organic is a collection of Web pages containing information useful to teachers, researchers, and students in organic chemistry, biochemistry, and medicinal chemistry. The pages have been selected for ease of use, broad applicability, and quality of coverage. Topics will include structural information, organic reactions, nomenclature, physical properties, and spectroscopic data. These Web pages will be updated when possible and additional Web pages will be added as they become available.
Reich, Hans J. J. Chem. Educ. 2005, 82, 495.
Medicinal Chemistry |
Nomenclature / Units / Symbols |
NMR Spectroscopy
Etymology as an Aid to Understanding Chemistry Concepts  Nittala S. Sarma
Recognition of word roots and the pattern of evolution of scientific terms can be helpful in understanding chemistry concepts (gaining knowledge of new concepts represented by related terms). The meaning and significance of various etymological roots, occurring as prefixes and suffixes in technical terms particularly of organic chemistry, are explained in a unified manner in order to show the connection of various concepts vis  vis the terms in currency. The meanings of some special words and many examples are provided.
Sarma, Nittala S. J. Chem. Educ. 2004, 81, 1437.
Nomenclature / Units / Symbols
Functional Group Wordsearch  Terry L. Helser
This puzzle contains 24 names and terms from organic chemistry in a 12 ? 12 letter matrix. A descriptive narrative with underlined spaces to be filled gives clues to the terms students need to find.
Helser, Terry L. J. Chem. Educ. 2004, 81, 517.
Nomenclature / Units / Symbols |
Enrichment / Review Materials
Organic Functional Group Playing Card Deck  Michael J. Welsh
Organic functional group playing card deck used for review of the name and structure of organic functional groups that can be used to play any game that a normal deck of cards is used for.
Welsh, Michael J. J. Chem. Educ. 2003, 80, 426.
Nomenclature / Units / Symbols |
Nonmajor Courses |
Enrichment / Review Materials |
Alcohols |
Aldehydes / Ketones |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Amides |
Amines / Ammonium Compounds |
Aromatic Compounds |
Carboxylic Acids |
Esters |
Ethers |
Mechanisms of Reactions |
Synthesis
Learning the Functional Groups: Keys to Success  Shannon Byrd and David P. Hildreth
Classification activity and scheme for learning functional groups.
Byrd, Shannon; Hildreth, David P. J. Chem. Educ. 2001, 78, 1355.
Nomenclature / Units / Symbols
Ethanol Metabolism and the Transition from Organic Chemistry to Biochemistry  Richard D. Feinman
Introducing alcohol dehydrogenase and aldehyde dehydrogenase reactions in organic chemistry to ease transition to biochemistry.
Feinman, Richard D. J. Chem. Educ. 2001, 78, 1215.
Metabolism |
Oxidation / Reduction |
Reactions |
Mechanisms of Reactions |
Alcohols |
Carbohydrates
Organic-Solvent-Free Phase-Transfer Oxidation of Alcohols Using Hydrogen Peroxide  Martin Hulce and David W. Marks
Six representative alcohols are oxidized to the corresponding aldehyde or ketone, integrating the various techniques of extraction, drying, filtration, column chromatography, gas chromatography, NMR and IR spectroscopy, and reaction kinetics.
Hulce, Martin; Marks, David W. J. Chem. Educ. 2001, 78, 66.
Catalysis |
Oxidation / Reduction |
Reactions |
Kinetics |
Chromatography |
Gas Chromatography |
Separation Science |
NMR Spectroscopy |
IR Spectroscopy |
Alcohols |
Phenols
Organic Acids without a Carboxylic Acid Functional Group  G. V. Perez and Alice L. Perez
This paper presents several organic molecules that have been labeled as acids but do not contain a carboxylic acid functional group. Various chemical principles such as pKa, tautomerization, aromaticity, conformation, resonance, and induction are explored.
Perez, G. V.; Perez, Alice L. J. Chem. Educ. 2000, 77, 910.
Acids / Bases |
Molecular Properties / Structure |
Nomenclature / Units / Symbols |
Phenols |
Carboxylic Acids |
Aromatic Compounds
Introducing Chiroscience into the Organic Laboratory Curriculum  Kenny B. Lipkowitz, Tim Naylor, and Keith S. Anliker
"Chiroscience" is a young but robust industry linking science and technology with chemistry and biology; includes description of an asymmetric reduction of a ketone followed by an assessment of the enantiomeric excess by GC using a chiral stationary phase.
Lipkowitz, Kenny B.; Naylor, Tim; Anliker, Keith S. J. Chem. Educ. 2000, 77, 305.
Chirality / Optical Activity |
Chromatography |
Mechanisms of Reactions |
Synthesis |
Separation Science |
Stereochemistry |
Gas Chromatography |
Aldehydes / Ketones
A Simple Secondary Amine Synthesis: Reductive Amination Using Sodium Triacetoxyborohydride  Merle W. Carlson, James T. Ciszewski, Micah M. Bhatti, Wesley F. Swanson, and Anne M. Wilson
A reductive amination experiment for a second-semester organic chemistry class. It utilizes an imine intermediate and sodium triacetoxyborohydride, a mild reducing agent. The progress of the reaction is followed by TLC as the starting materials (the aldehyde and primary amine), the imine intermediate, and the secondary amine product are visible under ultraviolet light.
Carlson, Merle W.; Ciszewski, James T.; Bhatti, Micah M.; Swanson, Wesley F.; Wilson, Anne M. J. Chem. Educ. 2000, 77, 270.
Synthesis |
Chromatography |
Amines / Ammonium Compounds
Incorporating Organic Name Reactions and Minimizing Qualitative Analysis in an Unknown Identification Experiment  Claire Castro and William Karney
The authors have developed a new type of unknown identification experiment for the introductory organic chemistry laboratory. The unknown sample the student is provided with is the product of an organic name reaction. The student is only informed of the starting material and conditions used in the compound's synthesis, and must then: (1) deduce the compound's structure, (2) determine the name reaction and corresponding mechanism that yields the compound, and (3) present his/her results to the class.
Claire Castro and William Karney. J. Chem. Educ. 1998, 75, 472.
IR Spectroscopy |
NMR Spectroscopy |
Qualitative Analysis |
Nomenclature / Units / Symbols |
Reactions |
Mechanisms of Reactions |
Molecular Properties / Structure
Identification of Primary, Secondary, and Tertiary Alcohols: An Experiment in Spectrophotometry, Organic Chemistry, and Analytical Chemistry  I. A. Leenson
A simple method is presented that enables students to distinguish in a few minutes between primary, secondary and tertiary alkyl alcohols. This method is based on peculiarities of absorption spectra in the near-UV region of alkyl nitrites, the products of alcohol nitrosation.
Leenson, I. A. J. Chem. Educ. 1997, 74, 424.
Alcohols |
Molecular Properties / Structure |
Spectroscopy |
UV-Vis Spectroscopy
Carbonyl and Conjugate Additions to Cyclohexenone: Experiments Illustrating Reagent Selectivity  Michael G. Organ and Paul Anderson
Undergraduate students leaving an organic chemistry program should have exposure to these concepts and hands-on experience in dealing practically with the issue of selectivity. In this paper, selective addition of a nucleophile to either end of the enone moiety in cyclohexenone is examined.
Organ, Michael G.; Anderson, Paul. J. Chem. Educ. 1996, 73, 1193.
Addition Reactions |
Aldehydes / Ketones |
Mechanisms of Reactions
An Organoleptic Laboratory Experiment  John M. Risley
Compounds in ten different classes of organic molecules that are used in the fragrance and food industry are provided to students. Students whiff the vapors of each compound and describe the organoleptic properties using a set of terms utilized in the fragrance and food industry. A set of questions guides students to an understanding of the relationship between structure of molecules and smell.
Risley, John M. J. Chem. Educ. 1996, 73, 1181.
Molecular Properties / Structure |
Consumer Chemistry |
Physical Properties |
Nonmajor Courses |
Alcohols |
Aldehydes / Ketones |
Amines / Ammonium Compounds |
Carboxylic Acids |
Esters |
Ethers |
Phenols
Which Organic Molecule Should I Pick?  Perkins, Robert
Examples of questions requiring students to demonstrate their understanding of organic structures, nomenclature, isomerism, and chemical reactivity.
Perkins, Robert J. Chem. Educ. 1995, 72, 124.
Molecular Properties / Structure |
Chirality / Optical Activity |
Nomenclature / Units / Symbols |
Enantiomers |
Diastereomers
Organic Nomenclature  Shaw, David B.
Drill-and-practice exercise in naming organic compounds and identifying structural formulas.
Shaw, David B. J. Chem. Educ. 1994, 71, 421.
Nomenclature / Units / Symbols |
Enrichment / Review Materials |
Molecular Properties / Structure
Quantitative analysis by FTIR: Thin films of copolymers of ethylene and vinyl acetate.  Mathias, Lon J.; Hankins, Marie G.; Bertolucci, Craig M.; Grubb, Tina L.; Muthiah, Jeno.
Quantitation of coploymers of ethylene and vinyl acetate using FTIR.
Mathias, Lon J.; Hankins, Marie G.; Bertolucci, Craig M.; Grubb, Tina L.; Muthiah, Jeno. J. Chem. Educ. 1992, 69, A217.
IR Spectroscopy |
Fourier Transform Techniques |
Quantitative Analysis |
Alkenes |
Carboxylic Acids
A study of the Lucas test  Kjonaas, Richard A.; Riedford, Bernie A.
These authors performed the Lucas test on a number of alcohols and discuss the problems associated with the Lucas test's detection of secondary alcohols.
Kjonaas, Richard A.; Riedford, Bernie A. J. Chem. Educ. 1991, 68, 704.
Alcohols |
Qualitative Analysis
An internal comparison of the intermolecular forces of common organic functional groups: A thin-layer chromatography experiment  Beauvais, Robert; Holman, R. W.
Due to the latest trends in organic chemistry textbook content sequences, it has become desirable to develop an experiment that is rapid, simple, and general, that would compare and contrast the various functional group classes of organic molecules in terms of their relative polarities, dipole moments, and intermolecular forces of attraction.
Beauvais, Robert; Holman, R. W. J. Chem. Educ. 1991, 68, 428.
Alkanes / Cycloalkanes |
Alkenes |
Alcohols |
Carboxylic Acids |
Aldehydes / Ketones |
Esters |
Qualitative Analysis |
Thin Layer Chromatography |
Noncovalent Interactions |
Molecular Properties / Structure
Organic Nomenclature (Lampman, Gary)  Damey, Richard F.
An interactive tutorial / drill for naming organic compounds.
Damey, Richard F. J. Chem. Educ. 1990, 67, A220.
Nomenclature / Units / Symbols |
Enrichment / Review Materials |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Ethers |
Alcohols |
Amines / Ammonium Compounds |
Phenols
Organic Reaction Chemistry, Review II (Flash, P.; Bendall, V.)  Chipman, Wilmon B.
Six different programs which allow the user to identify functional groups, supply the missing reagent necessary to complete a given reaction, deduce the product of a given reaction, ascertain whether a given reaction will go, search the reaction database for functional group conversions, and search for the utility of a certain reagent.
Chipman, Wilmon B. J. Chem. Educ. 1989, 66, A171.
Enrichment / Review Materials |
Reactions |
Mechanisms of Reactions |
Nomenclature / Units / Symbols
Organic Reaction Chemistry, Review I (Flash, P.; Bendall, V.)  Hargis, J. H.
Six different programs which allow the user to identify functional groups, supply the missing reagent necessary to complete a given reaction, deduce the product of a given reaction, ascertain whether a given reaction will go, search the reaction database for functional group conversions, and search for the utility of a certain reagent.
Hargis, J. H. J. Chem. Educ. 1989, 66, A170.
Reactions |
Enrichment / Review Materials |
Mechanisms of Reactions |
Nomenclature / Units / Symbols
The official rules for organic chemical nomenclature: Emergence, evolution, emphasis, and errors  Traynham, James G.
Historical development of the official rules for organic chemical nomenclature.
Traynham, James G. J. Chem. Educ. 1987, 64, 325.
Nomenclature / Units / Symbols
Acetylation of an unknown alcohol: An introductory 1H-NMR experiment  Branz, Stephen E.
Students use NMR analysis to identify the acetylation product of an unknown alcohol.
Branz, Stephen E. J. Chem. Educ. 1985, 62, 899.
Alcohols |
NMR Spectroscopy
Drying of grossly wet ether extracts  Burfield, David R.; Smithers, Roger H.
Results of comparisons of desiccant efficiency in drying of water saturated diethyl ether.
Burfield, David R.; Smithers, Roger H. J. Chem. Educ. 1982, 59, 703.
Ethers |
Laboratory Management
Organic nomenclature, I  Liotta, Charles
It is the purpose of this article to call attention to errors and misconceptions in the application of IUPAC Rules of Organic Nomenclature.
Liotta, Charles J. Chem. Educ. 1970, 47, 471.
Nomenclature / Units / Symbols |
Alkanes / Cycloalkanes |
Alcohols |
Heterocycles
An introduction to chemical nomenclature (Cahn, R. S.)  Hurd, Charles D.

Hurd, Charles D. J. Chem. Educ. 1965, 42, 234.
Nomenclature / Units / Symbols