| Journal Articles: 29 results |
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Synthesis Explorer: A Chemical Reaction Tutorial System for Organic Synthesis Design and Mechanism Prediction Jonathan H. Chen and Pierre Baldi
Synthesis Explorer is an interactive tutorial system for organic chemistry that enables students to learn chemical reactions in ways previously unrealized. Pedagogical experiments in undergraduate classes at UC Irvine indicate that the system can improve average student examination performance by ~10%.
Chen, Jonathan H.; Baldi, Pierre. J. Chem. Educ. 2008, 85, 1699.
Mechanisms of Reactions |
Reactions |
Synthesis
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Study of Molecular-Shape Selectivity of Zeolites by Gas Chromatography Pei-Yu Chao, Yao-Yuan Chuang, Grace Hsiuying Ho, Shiow-Huey Chuang, Tseng-Chang Tsai, Chi-Young Lee, Shang-Tien Tsai, and Jun-Fu Huang
This analytical or physical chemistry sorption experiment uses hexane isomers as probe molecules to demonstrate the "molecular-shape selectivity" behavior of zeolites. Students can also modify the sorption protocol to build their own experiments.
Chao, Pei-Yu; Chuang, Yao-Yuan; Ho, Grace Hsiuying; Chuang, Shiow-Huey; Tsai, Tseng-Chang; Lee, Chi-Young; Tsai, Shang-Tien; Huang, Jun-Fu. J. Chem. Educ. 2008, 85, 1558.
Alkanes / Cycloalkanes |
Constitutional Isomers |
Gas Chromatography |
Molecular Properties / Structure |
Physical Properties |
Separation Science |
Solid State Chemistry |
Molecular Recognition
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A Simple Assignment That Enhances Students' Ability To Solve Organic Chemistry Synthesis Problems and Understand Mechanisms Jennifer Teixeira and R. W. Holman
Describes an original, easily implemented approach in which students construct a "functional group transformation" notebook which helps them to think about organic reactions in both the forward and the reverse (retrosynthetic) sense.
Teixeira, Jennifer; Holman, Robert W. J. Chem. Educ. 2008, 85, 88.
Mechanisms of Reactions |
Synthesis |
Student-Centered Learning
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Gas Clathrate Hydrates Experiment for High School Projects and Undergraduate Laboratories Melissa P. Prado, Annie Pham, Robert E. Ferazzi, Kimberly Edwards, and Kenneth C. Janda
Presents a procedure for preparing and studying propane clathrate hydrate. This experiment introduces students to this unusual solid while stimulating a discussion of the interplay of intermolecular forces, thermodynamics, and solid structure.
Prado, Melissa P.; Pham, Annie; Ferazzi, Robert E.; Edwards, Kimberly; Janda, Kenneth C. J. Chem. Educ. 2007, 84, 1790.
Alkanes / Cycloalkanes |
Applications of Chemistry |
Calorimetry / Thermochemistry |
Gases |
Phases / Phase Transitions / Diagrams |
Thermodynamics |
Water / Water Chemistry |
Hydrogen Bonding
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The Aromaticity of Pericyclic Reaction Transition States Henry S. Rzepa
Presents an approach that combines two fundamental concepts in organic chemistry, chirality and aromaticity, into a simple rule for stating selection rules for pericyclic reactions in terms of achiral Hckel-aromatic and chiral Mbius-aromatic transition states.
Rzepa, Henry S. J. Chem. Educ. 2007, 84, 1535.
Alkanes / Cycloalkanes |
Alkenes |
Aromatic Compounds |
Mechanisms of Reactions |
Stereochemistry
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Fluorous Compounds and Their Role in Separation Chemistry Maria Angeles Ubeda and Roman Dembinski
Reviews fluorous technology and outlines strategies towards organic synthesis.
Ubeda, Maria Angeles; Dembinski, Roman. J. Chem. Educ. 2006, 83, 84.
Amino Acids |
Catalysis |
Esters |
Green Chemistry |
Separation Science |
Synthesis
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A Template-Controlled Solid-State Reaction for the Organic Chemistry Laboratory Tomislav Friscic, Tamara D. Hamilton, Giannis S. Papaefstathiou, and Leonard R. MacGillivray
Describes a laboratory experiment that employs linear hydrogen-bond templates to direct [2 + 2] photodimerization in the solid state. The experiment introduces undergraduates to supramolecular and solid-state chemistry, as well as aspects of green chemistry.
Friscic, Tomislav; Hamilton, Tamara D.; Papaefstathiou, Giannis S.; MacGillivray, Leonard R. J. Chem. Educ. 2005, 82, 1679.
Green Chemistry |
Solid State Chemistry |
Crystals / Crystallography |
Alkenes |
Alkanes / Cycloalkanes |
Hydrogen Bonding |
Materials Science |
NMR Spectroscopy
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Fractional Distillation and GC Analysis of Hydrocarbon Mixtures Craig J. Donahue
Separating and identifying the components of a three-hydrocarbon mixture through fractional distillation and gas chromatography.
Donahue, Craig J. J. Chem. Educ. 2002, 79, 721.
Chromatography |
Gas Chromatography |
Separation Science |
Alkanes / Cycloalkanes |
Alkenes |
Aromatic Compounds |
IR Spectroscopy |
NMR Spectroscopy |
Qualitative Analysis
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A Safe Simple Halogenation Experiment Hilton M. Weiss and Lara Ganz
This experiment is designed to be a safe and experimentally simple procedure appropriate to the early weeks of a course when halogenation is the only reaction which has been discussed in the lecture. It can also provide some early experience with simple interpretation of NMR spectra.
Weiss, Hilton M.; Ganz, Lara. J. Chem. Educ. 1999, 76, 534.
Synthesis |
Free Radicals |
Reactions |
NMR Spectroscopy
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S. M. Tanatar and His Contribution to the Field of Thermal Rearrangements Ludmila Birladeanu
Thermal rearrangements constitute an important chapter in organic chemistry. Surprisingly, the name of its discoverer remains unknown. The present article is meant to remedy this situation by describing some of the work of the 19th century Russian chemist S. M. Tanatar (1849 - 1917) who, based on the thermochemical data provided by Berthelot, envisaged the possibility of transforming cyclopropane into propene under the influence of heat alone.
Birladeanu, Ludmila. J. Chem. Educ. 1998, 75, 603.
Gases |
Thermodynamics |
Synthesis |
Alkanes / Cycloalkanes |
Alkenes
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Selective and Quantitative Catalytic Hydrogenation: A Safe, Inexpensive Experiment for Large Classes John A. Landgrebe
A catalytic hydrogenation experiment suitable for large classes.
Landgrebe, John A. J. Chem. Educ. 1995, 72, A220.
Catalysis |
Synthesis |
Laboratory Equipment / Apparatus |
Microscale Lab
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GC/MS experiments for the organic chemistry laboratory: I. E2 elimination of 2-bromo-2-methyloctane Novak, Michael; Heinrich, Julie; Martin, Kristy A.; Green, John; Lytle, Scott
Two capillary GC/MS experiments that were designed for and tested in a sophomore organic laboratory course.
Novak, Michael; Heinrich, Julie; Martin, Kristy A.; Green, John; Lytle, Scott J. Chem. Educ. 1993, 70, A103.
Gas Chromatography |
Alkenes |
Alkanes / Cycloalkanes |
Alcohols |
Elimination Reactions |
Synthesis
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Synthesis of a bicyclo[2.2.1]heptene Diels-Alder adduct: An organic chemistry experiment utilizing NMR spectroscopy to assign endo stereochemistry Harrison, Ernest A., Jr.
An organic chemistry experiment utilizing NMR spectroscopy to assign endo stereochemistry via synthesis of a bicyclo[2.2.1]heptene Diels-Alder adduct.
Harrison, Ernest A., Jr. J. Chem. Educ. 1991, 68, 426.
Alkanes / Cycloalkanes |
Synthesis |
Alkenes |
Aromatic Compounds |
NMR Spectroscopy |
Thin Layer Chromatography
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Polarity and selectivity of ionic stationary phases used in gas chromatography: Evaluation of commercial detergents containing anionic surfactants as column packings Furton, Kenneth G.; Mantilla, Adriana
Evaluation of commercial detergents containing anionic surfactants as column packings.
Furton, Kenneth G.; Mantilla, Adriana J. Chem. Educ. 1991, 68, 74.
Consumer Chemistry |
Gas Chromatography |
Physical Properties |
Alkanes / Cycloalkanes |
Quantitative Analysis |
Covalent Bonding |
Solutions / Solvents
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An integrated first-year laboratory experiment involving synthesis, spectroscopy, and chromatography of metal acetylacetonates Glidewell, Christopher; McKenchnic, James S.
This article presents a comprehensive experiment, involving synthesis, thin-layer chromatography, interpretation of two types of NMR and mass spectra.
Glidewell, Christopher; McKenchnic, James S. J. Chem. Educ. 1988, 65, 1015.
NMR Spectroscopy |
Mass Spectrometry |
Synthesis |
Separation Science |
Thin Layer Chromatography
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Chemical dominos: How NOT to get lost in the shuffle Garrett, James M.
A game for teaching introductory retrosynthetic analysis.
Garrett, James M. J. Chem. Educ. 1985, 62, 1102.
Enrichment / Review Materials |
Synthesis
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Chemical properties of commonly available hydrocarbons Perina, Ivo
Studying the properties of saturated hydrocarbons using natural gas.
Perina, Ivo J. Chem. Educ. 1985, 62, 864.
Alkanes / Cycloalkanes
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An introduction to conformational analysis of ethane and butane Flash, Patrick J.
60. Bits and pieces, 23. Introduces students to some conventions for drawing molecules and provides a brief tutorial and extensive drill work on the conformations of ethane and butane.
Flash, Patrick J. J. Chem. Educ. 1985, 62, 412.
Conformational Analysis |
Alkanes / Cycloalkanes |
Enrichment / Review Materials
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Preparation of 2-bromopentane Howell, B. A.; Kohrman, R. E.
The conversion of 2-pentanol to 2-bromopentane offers a good illustration of the problems associated with substitution in secondary systems.
Howell, B. A.; Kohrman, R. E. J. Chem. Educ. 1984, 61, 932.
Synthesis |
Alkanes / Cycloalkanes
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Guidebook to organic synthesis (Mackie, R.K.;Smith, D.M.) Wade, L. G., Jr.
A review of a text that was designed as a text for an advanced undergraduate course in organic synthesis.
Wade, L. G., Jr. J. Chem. Educ. 1983, 60, A320.
Synthesis
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Organic chemicals from carbon monoxide Kolb, Kenneth E.; Kolb, Doris
Looking at organic chemicals and their reactions with carbon monoxide has a great pedagogical value.
Kolb, Kenneth E.; Kolb, Doris J. Chem. Educ. 1983, 60, 57.
Synthesis |
Reactions
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A Dramatic and relevant demonstration of ring strain Kelly, T. Ross
Addition of the cyclobutane alpha-pinene to crystalline iodine results in an exceptionally exothermic reaction.
Kelly, T. Ross J. Chem. Educ. 1977, 54, 228.
Molecular Properties / Structure |
Alkanes / Cycloalkanes |
Reactions
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Some reflections on the topological structure of covalent molecules Rouvray, D. H.
Presents a method that involves a description of the possible topological structures a chemical species may adopt, subject to the constraints imposed by the valence.
Rouvray, D. H. J. Chem. Educ. 1975, 52, 768.
Molecular Properties / Structure |
Alkanes / Cycloalkanes
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Conversions from cyclohexanol. An undergraduate laboratory project Hanna, Samir B.; Wrobleski, James T.; Bohanon, Joseph T.; Peace, Bab W.
A procedure for a laboratory in conversions from cyclohexanol.
Hanna, Samir B.; Wrobleski, James T.; Bohanon, Joseph T.; Peace, Bab W. J. Chem. Educ. 1971, 48, 556.
Alkanes / Cycloalkanes |
Alcohols
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The stereospecific synthesis of trans-1,4-disubstituted cyclohexanes. An organic chemistry laboratory experiment Monson, Richard S.
The authors present a synthetic experiment suitable for the introductory organic chemistry laboratory which the introductory organic chemistry laboratory which allows for the unambiguous preparation of trans-1,4-disubstituted cyclohexane derivatives from readily available starting materials.
Monson, Richard S. J. Chem. Educ. 1971, 48, 197.
Alkanes / Cycloalkanes |
Stereochemistry |
Reactions
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Preparation of the proteins by micro-organisms Dieteren, H. M. L.; Schouteten, A. P. H.
Yeast are used to generate proteins from tetradecane in a controlled vessel.
Dieteren, H. M. L.; Schouteten, A. P. H. J. Chem. Educ. 1970, 47, 663.
Proteins / Peptides |
Synthesis
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The preparation of naphthalene-alpha-d: An experiment in organic chemistry Ziegler, Gene R.
This procedure involves the preparation of a hydrocarbon via the Grignard reagent from the corresponding bromide.
Ziegler, Gene R. J. Chem. Educ. 1967, 44, 609.
Synthesis |
Grignard Reagents |
Alkanes / Cycloalkanes
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Bromination of alkanes: Experiment illustrating relative reactivities and synthetic utility Warkentin, J.
The radical halogenation of alkanes lend themselves well to the teaching of basic material such as bond dissociation energies, potential energy profiles, enthalpy of reaction, activation energy, and reaction rate.
Warkentin, J. J. Chem. Educ. 1966, 43, 331.
Electrochemistry |
Alkanes / Cycloalkanes |
Rate Law |
Kinetics |
Synthesis |
Alkenes |
Mechanisms of Reactions |
Free Radicals
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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
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