| Journal Articles: 35 results |
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The Meaning of Meso Addison Ault The original use of the prefix "meso" was to refer to an optically inactive, non-resolvable member of a set of stereoisomers, some of which were optically active. Ault, Addison. J. Chem. Educ. 2008, 85, 441.
Chirality / Optical Activity |
Stereochemistry
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Can a Non-Chiral Object Be Made of Two Identical Chiral Moieties? Jean François LeMaréchal Uses the cut of an apple to show that the association of identical chiral moieties can form a non-chiral object. LeMaréchal, Jean François. J. Chem. Educ. 2008, 85, 433.
Chirality / Optical Activity |
Coordination Compounds |
Enantiomers |
Group Theory / Symmetry |
Stereochemistry |
Transition Elements
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Precision in Stereochemical Terminology LeRoy G. Wade, Jr. This article recommends that instructors use the precise terms asymmetric carbon atom and chirality center when they apply, and use the broader term stereocenter only when there is a need to include stereogenic atoms that are not chirality centers. Wade, LeRoy G., Jr. J. Chem. Educ. 2006, 83, 1793.
Chemical Technicians |
Diastereomers |
Enantiomers |
Stereochemistry |
Nomenclature / Units / Symbols |
Chirality / Optical Activity
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"Dishing Out" Stereochemical Principles Harold Hart Demonstrating the concepts of chiral centers and enantiomers using plastic dishes. Hart, Harold. J. Chem. Educ. 2001, 78, 1632.
Chirality / Optical Activity |
Molecular Modeling |
Stereochemistry |
Molecular Properties / Structure |
Enantiomers
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Demonstrating Chirality: Using a Mirror with Physical Models to Show Non-superimposability of Chiral Molecules with Their Mirror Images Michael J. Collins Using a mirror with physical models to show non-superimposability of chiral molecules with their mirror images. Collins, Michael J. J. Chem. Educ. 2001, 78, 1484.
Chirality / Optical Activity |
Enantiomers |
Molecular Modeling |
Molecular Properties / Structure
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Introducing Stereochemistry to Non-science Majors Hannia Luján-Upton Two exercises to introduce concepts associated with stereochemistry such as "sameness", superimposability, chirality, enantiomers, optical activity, polarimetry, and racemic mixtures; one compares chirality in hands with the achiral nature of two textbooks, the other involves a murder mystery. Luján-Upton, Hannia. J. Chem. Educ. 2001, 78, 475.
Chirality / Optical Activity |
Stereochemistry |
Nonmajor Courses |
Molecular Properties / Structure
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Enantiomeric and Diastereoisomeric Relationships: A Practical Approach V. Durieu, G. Martiat, M. Ch. Vandergeten, F. Pirsoul, F. Toubeau, and Agnès Van Camp An experiment in organic chemistry in which the students prepare, purify, and characterize optical isomers. The three optical isomers of the bisoxalamides obtained by the reaction of racemic 1-phenylethylamine with diethyloxalate are separable by flash chromatography into the racemic mixture of (R,R) + (S,S) oxalamides and the (R,S) meso compound. Durieu, V.; Martiat, G.; Vandergeten, M. Ch.; Pirsoul, F.; Toubeau, F.; Van Camp, Agnès. J. Chem. Educ. 2000, 77, 752.
Molecular Properties / Structure |
Stereochemistry |
Separation Science |
Enantiomers |
Diastereomers |
Chirality / Optical Activity |
Synthesis
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The square knot and the granny knot: An analogy for diastereomers. Tavernier, Dirk. Few of the diastereomorphs generated by joining two man-made chiral objects have different names; the author is aware of just one example - the square knot and the granny knot. Tavernier, Dirk. J. Chem. Educ. 1992, 69, 627.
Diastereomers |
Molecular Properties / Structure |
Stereochemistry |
Chirality / Optical Activity
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Representing isomeric structures: Five applications. Thall, Edwin. Five applications of a new method that the author calls Representing Isomeric Structures, in which arrows are used to point to unique sites on the carbon skeleton to represent functional groups. Thall, Edwin. J. Chem. Educ. 1992, 69, 447.
Stereochemistry |
Molecular Properties / Structure |
Chirality / Optical Activity |
Enantiomers
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Symmetry elements and molecular achirality Chen, Guo-Qiang The reliability of a prediction of achirality of a molecule by inspecting a rotating plane of symmetry is ensured by following the demonstration. Chen, Guo-Qiang J. Chem. Educ. 1992, 69, 159.
Chirality / Optical Activity |
Molecular Properties / Structure
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Natural and unnatural models for illustrating chirality at two centers Nave, Paul M. Some clever suggestions for models that will help students understand chirality better. Puppies and a two-headed goat are involved. Nave, Paul M. J. Chem. Educ. 1991, 68, 1028.
Stereochemistry |
Chirality / Optical Activity |
Enantiomers
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Molecular structure and chirality (Author response) Lechner, Joseph H. When right and left hands are perceived as isolated segments of the body, possessing a mirror-image relationship, with the understanding that they cannot be superimposed, then the true sense of chirality is imparted. Lechner, Joseph H. J. Chem. Educ. 1990, 67, 358.
Chirality / Optical Activity |
Molecular Properties / Structure
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Molecular structure and chirality Brand, David J. The statement that a pair of hands is "chiral" was misleading and would unnecessarily frustrate students. Brand, David J. J. Chem. Educ. 1990, 67, 358.
Chirality / Optical Activity |
Molecular Properties / Structure
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Stereochemistry of cyclic hydrocarbons Perkins, Robert R. The topic of stereochemistry always poses great difficulties for many students in introductory organic chemistry. The following problems can be used as a tutorial question after having introduced the various terms associated with stereochemistry. The question requires skills at the applications level in the Bloom taxonomy. Perkins, Robert R. J. Chem. Educ. 1988, 65, 860.
Alkanes / Cycloalkanes |
Chirality / Optical Activity |
Stereochemistry |
Diastereomers |
Constitutional Isomers
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Organic Stereochemistry, Review I (Bays, J. Philip) Finzel, Rodney B. Software intended to cover the concepts of stereochemistry as they are applied to organic molecules. Finzel, Rodney B. J. Chem. Educ. 1987, 64, A116.
Stereochemistry |
Chirality / Optical Activity |
Enrichment / Review Materials
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Molecular structure and chirality Brand, David J.; Fisher, Jed Clarification of the meaning of the term chiral and its application to both chiral and achiral molecules. Brand, David J.; Fisher, Jed J. Chem. Educ. 1987, 64, 1035.
Molecular Properties / Structure |
Chirality / Optical Activity |
Stereochemistry |
Enantiomers
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The nomenclature of relative stereochemistry: Choosing between likes and preferences Brook, Michael A. The commonly used descriptors for relative stereochemistry are introduced and compared. Brook, Michael A. J. Chem. Educ. 1987, 64, 218.
Nomenclature / Units / Symbols |
Stereochemistry |
Molecular Properties / Structure |
Chirality / Optical Activity
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Determination of stereochemical relationships Ayorinde, Folahan O. A sequence of steps to enable students to arrive with relative ease at correct stereochemical relationships. Ayorinde, Folahan O. J. Chem. Educ. 1985, 62, 297.
Stereochemistry |
Molecular Properties / Structure |
Chirality / Optical Activity |
Enantiomers |
Diastereomers
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A proposed new convention for graphic presentation of molecular geometry and topography Maehr, Hubert A review of the popular conventions for drawing molecular structures and a proposal to define strictly graphic symbols in terms of topographic and geometric descriptor properties. Maehr, Hubert J. Chem. Educ. 1985, 62, 114.
Molecular Modeling |
Molecular Properties / Structure |
Stereochemistry |
Chirality / Optical Activity
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Models for illustrating chirality at two centers Feldman, Martin R. This note suggests common objects that can be used as models to illustrate chirality at two centers, and to introduce the concepts of diastereomers and the meso configuration. Feldman, Martin R. J. Chem. Educ. 1984, 61, 1050.
Molecular Properties / Structure |
Molecular Modeling |
Chirality / Optical Activity |
Diastereomers |
Stereochemistry |
Enantiomers
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Examples of diastereomers Bell, William Using right- and left-handed doors as examples of familiar objects that exhibit enantiomerism. Bell, William J. Chem. Educ. 1984, 61, 901.
Stereochemistry |
Diastereomers |
Molecular Properties / Structure |
Chirality / Optical Activity
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The determination of the stereochemistry of erythro-1,2-diphenyl-1,2-ethanediol: an undergraduate organic experiment Rowland, Alex T. The author describes a successful experiment that has been conducted by first-year organic chemistry students which illustrates the power of H NMR spectroscopy in a configuration determination. Rowland, Alex T. J. Chem. Educ. 1983, 60, 1084.
Phenols |
Alcohols |
NMR Spectroscopy |
Stereochemistry |
Chirality / Optical Activity |
Enantiomers
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Stereochemistry and macromolecules: Principles and applications Quirk, Roderic P. This article was written to provide an introduction to the basic concepts of polymer stereochemistry and their applications. Quirk, Roderic P. J. Chem. Educ. 1981, 58, 540.
Stereochemistry |
Chirality / Optical Activity |
Enantiomers
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A helpful stereochemical instructional tool England, Don The figure found in this note has been helpful in aiding student understanding of stereochemistry. England, Don J. Chem. Educ. 1981, 58, 31.
Stereochemistry |
Molecular Modeling |
Molecular Properties / Structure |
Chirality / Optical Activity |
Diastereomers |
Enantiomers
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The resolution of racemic acid: A classic stereochemical experiment for the undergraduate laboratory Kauffman, George B.; Myers, Robin D. Includes historical background of Pasteur's work and a procedure for investigating the relations between the tartaric acids, racemic acid, and their sodium ammonium salts. Kauffman, George B.; Myers, Robin D. J. Chem. Educ. 1975, 52, 777.
Stereochemistry |
Molecular Properties / Structure |
Chirality / Optical Activity |
Enantiomers
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Rediscovery in a course for nonscientists. Use of molecular models to solve classical structural problems Wood, Gordon W. Describes exercises using simple ball and stick models that students with no chemistry background can solve in the context of the original discovery. Wood, Gordon W. J. Chem. Educ. 1975, 52, 177.
Molecular Modeling |
Molecular Properties / Structure |
Chirality / Optical Activity |
Enantiomers |
Nonmajor Courses
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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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Molecular symmetry and optical inactivity Carlos, Jose L., Jr. Presents a criterion for optical inactivity that is both sufficient and easily applicable. Carlos, Jose L., Jr. J. Chem. Educ. 1968, 45, 248.
Molecular Properties / Structure |
Chirality / Optical Activity
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Systematic names for the tartaric acids Baxter, J. N. Examines the use of the small capital letters D and L in naming tartaric acids. Baxter, J. N. J. Chem. Educ. 1964, 41, 619.
Nomenclature / Units / Symbols |
Acids / Bases |
Carbohydrates |
Chirality / Optical Activity |
Enantiomers
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An introduction to the sequence rule: A system for the specification of absolute configuration Cahn, R. S. This paper describes the relatively simple methods that suffice for specifying the absolute configuration of the majority of optically active organic compounds - those containing asymmetric carbon atoms. Cahn, R. S. J. Chem. Educ. 1964, 41, 116.
Molecular Properties / Structure |
Chirality / Optical Activity |
Enantiomers |
Nomenclature / Units / Symbols
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The stereochemistry of complex inorganic compounds Busch, Daryle H. Examines optical activity, absolute configuration, stereospecificity, linkage isomers, electronic isomers, and template reactions. Busch, Daryle H. J. Chem. Educ. 1964, 41, 77.
Stereochemistry |
Coordination Compounds |
Crystal Field / Ligand Field Theory |
Chirality / Optical Activity |
Stereochemistry |
Molecular Properties / Structure
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Assignment of D and L prefixes to the tartaric acids Vickery, Hubert Bradford Discusses conventions regarding the assignment of D and L prefixes to the tartaric acids. Vickery, Hubert Bradford J. Chem. Educ. 1957, 34, 339.
Molecular Properties / Structure |
Enantiomers |
Stereochemistry |
Chirality / Optical Activity |
Nomenclature / Units / Symbols
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Assignment of D and L prefixes to the tartaric acids: An unsettled stereochemical question Nenitzescu, Costin D. Examines the Wohl and Freudenberg systems of designating dextro- and levorotatory tartaric acids. Nenitzescu, Costin D. J. Chem. Educ. 1957, 34, 147.
Molecular Properties / Structure |
Nomenclature / Units / Symbols |
Acids / Bases |
Stereochemistry |
Enantiomers |
Chirality / Optical Activity
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A notation for the study of certain stereochemical problems Newman, Melvin S. Newman introduces the projections of compounds containing two adjacent asymmetric carbons that would later bear his name. Newman, Melvin S. J. Chem. Educ. 1955, 32, 344.
Nomenclature / Units / Symbols |
Stereochemistry |
Molecular Properties / Structure |
Conformational Analysis |
Chirality / Optical Activity
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The cause of optical inactivity Mowery, Dwight Fay, Jr. The cause of optical inactivity is often portrayed erroneously in textbooks. Mowery, Dwight Fay, Jr. J. Chem. Educ. 1952, 29, 138.
Chirality / Optical Activity |
Molecular Properties / Structure
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