| Journal Articles: 18 results |
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Cis and Trans Isomerization in Cyclic Alkenes: A Topic for Discovery Using the Results of Molecular Modeling Susan E. Barrows and Thomas H. Eberlein
This article describes an activity in which students are led to discover the fundamental reasons behind the unusual instability of the trans isomers in medium-sized cycloalkenes by using the results of molecular modeling. Notably, students will make the unexpected discovery that twisting about p bonds is perhaps more facile than they had been led to believe.
Barrows, Susan E.; Eberlein, Thomas H. J. Chem. Educ. 2004, 81, 1529.
Covalent Bonding |
Computational Chemistry |
Molecular Modeling |
Alkenes |
Molecular Properties / Structure
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Melting Point and Molecular Symmetry R. J. C. Brown and R. F. C. Brown
In 1882 Thomas Carnelley observed that high molecular symmetry is associated with high melting point. The application of the rule to a number of different molecular crystals is discussed. The rule applies to different categories of crystal for different reasons, which can be explained by thermodynamic analysis.
Brown, R. J. C.; Brown, R. F. C. J. Chem. Educ. 2000, 77, 724.
Liquids |
Molecular Properties / Structure |
Phases / Phase Transitions / Diagrams |
Solids |
Thermodynamics |
Physical Properties |
Aromatic Compounds |
Crystals / Crystallography
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Isolating trans-Anethole from Anise Seeds and Elucidating Its Structure: A Project Utilizing One- and Two-Dimensional NMR Spectrometry Joseph W. LeFevre
This three-week project involves isolating and purifying a natural product and determining its structure. trans-Anethole is isolated from anise seeds by steam distillation and liquid-liquid extraction. The crude product is analyzed by thin-layer chromatography and purified by flash chromatography.
LeFevre, Joseph W. . J. Chem. Educ. 2000, 77, 361.
Chromatography |
IR Spectroscopy |
Natural Products |
NMR Spectroscopy |
Separation Science |
Molecular Properties / Structure |
Thin Layer Chromatography
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Identifying Softwoods and Hardwoods by Infrared Spectroscopy Brady Barker and Noel L. Owen
Infrared spectra of 45 softwoods and hardwoods have been recorded. The wavenumber values of the carbonyl stretching vibration and one of the ring-breathing modes of lignin are used to distinguish softwoods from hardwoods. The differences between the absorption bands for the softwoods and hardwoods in each instance are shown to be statistically significant.
Barker, Brady; Owen, Noel L. J. Chem. Educ. 1999, 76, 1706.
Carbohydrates |
Instrumental Methods |
IR Spectroscopy |
Plant Chemistry |
Molecular Properties / Structure
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Models and Molecules - A Workshop on Stereoisomers Robert W. Baker, Adrian V. George, and Margaret M. Harding
A molecular model workshop aimed at first year university undergraduates has been devised to illustrate the concepts of organic stereochemistry. The students build models to teach the relationship within, and between, conformational isomers, enantiomers, and diastereomers.
Baker, Robert W.; George, Adrian V.; Harding, Margaret M. J. Chem. Educ. 1998, 75, 853.
Molecular Properties / Structure |
Stereochemistry |
Molecular Modeling |
Enantiomers |
Diastereomers
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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
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Drawing different views of the chair form of substituted cyclohexanes Richardson, W. S.
A set of rules to instruct students in a method for drawing chair structures of cyclohexane after rotation about the central axis.
Richardson, W. S. J. Chem. Educ. 1989, 66, 478.
Alkanes / Cycloalkanes |
Molecular Properties / Structure |
Stereochemistry
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Interpreting infrared and nuclear magnetic resonance spectra of simple organic compounds for the beginner Ingham, A. M.; Henson, R. C.
Flowcharts to help the beginner become proficient in interpreting infrared and nuclear magnetic resonance spectra of simple organic compounds.
Ingham, A. M.; Henson, R. C. J. Chem. Educ. 1984, 61, 704.
Spectroscopy |
IR Spectroscopy |
NMR Spectroscopy |
Molecular Properties / Structure
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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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Criteria for optical activity in organic molecules Mowery, Dwight F., Jr.
Develops criteria for predicting the possible existence of optical activity in organic molecules.
Mowery, Dwight F., Jr. J. Chem. Educ. 1969, 46, 269.
Chirality / Optical Activity |
Molecular Properties / Structure
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Conformational analysis and chemical reactivity Idoux, John P.
Uses acyclic chemistry to illustrate important concepts regarding conformational analysis and chemical reactivity.
Idoux, John P. J. Chem. Educ. 1967, 44, 495.
Conformational Analysis |
Stereochemistry |
Diastereomers
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Teaching aromatic substitution: A molecular orbital approach Meislich, Herbert
This paper presents a way of teaching aromatic substitution using the concepts of alternate polarity and electron delocalization through extended pi-bonding.
Meislich, Herbert J. Chem. Educ. 1967, 44, 153.
Aromatic Compounds |
MO Theory |
Nucleophilic Substitution |
Covalent Bonding |
Molecular Properties / Structure
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The effect of structure on chemical and physical properties of polymers Price, Charles C.
Suggests using polymers to teach the effect of changes in structure on chemical reactivity, the effect of structure on physical properties, the role of catalysts, and the basic principles of a chain reaction mechanism.
Price, Charles C. J. Chem. Educ. 1965, 42, 13.
Physical Properties |
Molecular Properties / Structure |
Polymerization |
Kinetics |
Reactions |
Catalysis |
Mechanisms of Reactions
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Dipole moments of symmetrical organic molecules Moulton, W. N.
Examines the use of dipole moments to assign cis or trans configurations to olefins.
Moulton, W. N. J. Chem. Educ. 1961, 38, 522.
Molecular Properties / Structure |
Diastereomers
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Stereoisomerism of carbon compounds Noyce, William K.
The purpose of this article is to suggest a different setting for the classification of the various types of stereoisomerism commonly encountered in organic chemistry, with the view to providing a better correlation with contemporary concepts of atomic and molecular structure.
Noyce, William K. J. Chem. Educ. 1961, 38, 23.
Stereochemistry |
Molecular Properties / Structure
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Conformational analysis in mobile systems Eliel, Ernest L.
A review of conformational analysis and its application to mobile systems.
Eliel, Ernest L. J. Chem. Educ. 1960, 37, 126.
Conformational Analysis |
Molecular Properties / Structure |
Alkanes / Cycloalkanes
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Aromatic substitution by free radicals Nelson, Peter F.
This article summarizes recent investigations upon orientation and reaction rates with respect to homolytic substitution.
Nelson, Peter F. J. Chem. Educ. 1955, 32, 606.
Free Radicals |
Aromatic Compounds |
Reactions |
Rate Law |
Molecular Properties / Structure
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Kekule's theory of aromaticity Gero, Alexander
Examines what Kekule really wrote in his famous paper on the structure of benzene.
Gero, Alexander J. Chem. Educ. 1954, 31, 201.
Aromatic Compounds |
Molecular Properties / Structure |
Resonance Theory
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