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For the textbook, chapter, and section you specified we found
6 Videos
13 Assessment Questions
2 Molecular Structures
3 Journal Articles
5 Other Resources
Videos: First 3 results
Chirality  
A series of chiral and achiral objects, the interaction of polarized light with organic molecules, the assignment of R- and S- configuration, Fisher projections, and a stereospecific reaction are demonstrated.
Chirality / Optical Activity |
Stereochemistry
Glyceraldehyde and the Fischer Projection  
Molecular models are used to demonstrate chirality of glyceraldehyde and drawing its Fischer Projection.
Chirality / Optical Activity |
Stereochemistry |
Molecular Properties / Structure
Chiral and Achiral Objects  
A snail shell, pencil, glove, hand, and molecular models are shown with their mirror reflections.
Chirality / Optical Activity
View all 6 results
Assessment Questions: First 3 results
Stereochemistry (21 Variations)
A collection of 21 assessment questions about Stereochemistry
Stereochemistry |
Conformational Analysis |
Chirality / Optical Activity |
Alkanes / Cycloalkanes |
Alkenes |
Alcohols |
Enantiomers |
Diastereomers |
Carbohydrates |
Carboxylic Acids |
Nomenclature / Units / Symbols |
Esters
Organic : IDChiralAtoms (20 Variations)
Identify the chiral carbon atom(s), if any, in the following structure. The carbon atoms have been numbered for easier identification.



Alkanes / Cycloalkanes |
Chirality / Optical Activity
Organic : CisTransPossible (20 Variations)
Which of the following molecules can have cis and trans isomers? (You may select more than one.)
Alkenes |
Stereochemistry
View all 13 results
Molecular Structures: 2 results
Dinitrogen Difluoride (E) N2F2(E)

3D Structure

Link to PubChem

Molecular Properties / Structure |
Stereochemistry |
Nonmetals

Dinitrogen Difluoride (Z) N2F2(Z)

3D Structure

Link to PubChem

Molecular Properties / Structure |
Stereochemistry |
Nonmetals

Journal Articles: 3 results
Pedagogies:
An Engaging Illustration of the Physical Differences among Menthol Stereoisomers  Edward M. Treadwell and T. Howard Black
The differences and similarities in the physical behavior of enantiomers and diastereomers can easily be demonstrated using the commercial stereoisomers (-)-menthol, (+)-menthol, (+)-isomenthol, and (+)-neomenthol. Thin-layer chromatography and melting point determinations clearly show that diastereomers have different physical properties from enantiomers and each other, but that enantiomers have identical physical properties in achiral environments. By obtaining a mixed melting point and optical rotations the difference in enantiomers can be observed.
Treadwell, Edward M.; Black, T. Howard. J. Chem. Educ. 2005, 82, 1046.
Chirality / Optical Activity |
Stereochemistry |
Thin Layer Chromatography |
Diastereomers |
Enantiomers |
Physical Properties
Chiral Crystallization of Ethylenediamine Sulfate  Lawrence Koby, Jyothi B. Ningappa, Maria Dakessian, and Louis A. Cuccia
Optimized conditions for the chiral crystallization of ethylenediamine sulfate, which can serve as an ideal undergraduate experiment, are described. Large, flat, colorless crystals of ethylenediamine sulfate are obtained in an undisturbed evaporation dish within a period of approximately five to seven days. The crystals are ideal for polarimetry studies and observation using Polaroid sheets. Students become familiar with polarizing filters and how they can be used to distinguish between dextrorotatory and levorotatory crystals.
Koby, Lawrence; Ningappa, Jyothi B.; Dakessian, Maria; Cuccia, Louis A. J. Chem. Educ. 2005, 82, 1043.
Chirality / Optical Activity |
Crystals / Crystallography |
Stereochemistry |
Physical Properties
Organic lecture demonstrations  Silversmith, Ernest F.
Organic chemistry may not be known for its spectacular, attention getting chemical reactions. Nevertheless, this author describes a few organic chemistry reactions that put points across and generate interest. This article provides a convenient sources of demonstrations and urges others to add to the collection. Demonstrations concerning: carbohydrates, spectroscopy, proteins, amines, carbohydrates, carboxylic acids, and much more.
Silversmith, Ernest F. J. Chem. Educ. 1988, 65, 70.
Molecular Properties / Structure |
Nucleophilic Substitution |
Acids / Bases |
Physical Properties |
Alkenes |
Stereochemistry |
Enantiomers |
Chirality / Optical Activity |
Aldehydes / Ketones |
Alcohols
Other Resources: First 3 results
Stereochemistry Tutorial  Nicola Burrmann
Master the concepts organic stereochemistry with this interactive tutorial. It includes definitions, different three dimensional representations, assigning priorities to stereocenters, and determining the stereochemical relationship between molecules. Each section is followed by a question set that tests knowledge and understanding.
Stereochemistry |
Chirality / Optical Activity
Properties of Alkanes  Ed Vitz, John W. Moore
A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
Chirality / Optical Activity
Collection of Chiral Drug, Pesticide, and Fragrance Molecular Models  William F. Coleman
The article by Mannschreck, Kiessewetter, and von Angerer on the differential interactions between enantiomers and biological receptors (1) is the source for this month's Featured Molecules. Included in the molecule collection are all of the molecules described in the paper. In many instances we have included structures of multiple optical isomers of the same molecule so that students can not only see the forms that are active, but those that are less active, inactive, or act in an undesirable manner. These molecules will serve as good practice in determining optical configurations, and will also introduce additional forms of isomerism that students may be less familiar with than they are with R and S. Since multiple enantiomers and diastereomers are provided, students may use these molecules, together with an appropriate computational package, to verify that enantiomers have the same energy while diastereomers do not. The tuberculosis drug ethambutol provides an interesting case as both nitrogen atoms are also chiral as well as the two chiral carbon atoms. A calculation on a given structure will include the effect of that nitrogen chirality, although nitrogen inversion is expected to be quite rapid in this molecule. The conformations for the ethambutol molecules that are included here consider all four chiral atoms and are of the form (CNNC). A reasonable computational exercise would be to find the transition state for nitrogen inversion and the barrier height for that process. The supplemental material that is included with the featured article (1) includes a number of molecules that we will add to the collection as time permits. The result, including enantiomers and diastereomers, will be well over 200 additional molecules. A notice will appear in the JCE Featured Molecules column when this new set of molecules is available in JCE Online.
Chirality / Optical Activity |
Biosignaling
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