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For the textbook, chapter, and section you specified we found
8 Videos
4 Assessment Questions
34 Journal Articles
21 Other Resources
Videos: First 3 results
Chiral and Achiral Objects  
A snail shell, pencil, glove, hand, and molecular models are shown with their mirror reflections.
Chirality / Optical Activity
Polarized Light and Organic Molecules: Everyday Objects  
The liquid crystal display of a calculator and several plastic objects are examined between polarizing filters.
Chirality / Optical Activity
Polarized Light and Organic Molecules  
Polarizing filters and the rotation of polarized light by chiral compounds are demonstrated and a polarimeter is shown. Several everyday objects are examined between polarizing filters.
Chirality / Optical Activity
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Assessment Questions: First 3 results
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
Biochemistry : EnzymesCan (12 Variations)
Which of the following is something that enzymes CANNOT do?
Biochemistry : Inhibitor (15 Variations)
Which of the following molecules would you expect to be the strongest competitive inhibitor of the enzyme whose substrate is shown?

alcohol dehydrogenase, substrate ethanol

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Journal Articles: First 3 results.
Frank Westheimer's Early Demonstration of Enzymatic Specificity  Addison Ault
Reviews one of the most significant accomplishments of one of the most respected chemists of the 20th centurya series of stereospecific enzymatic oxidation and reduction experiments that led chemists to recognize enantiotopic and diastereotopic relationships of atoms, or groups of atoms, within molecules.
Ault, Addison. J. Chem. Educ. 2008, 85, 1246.
Asymmetric Synthesis |
Bioorganic Chemistry |
Catalysis |
Chirality / Optical Activity |
Enantiomers |
Enzymes |
Isotopes |
Nucleophilic Substitution |
Oxidation / Reduction |
The Preparation and Enzymatic Hydrolysis of a Library of Esters  Elizabeth M. Sanford and Traci L. Smith
In this investigative case study, students work collaboratively to prepare and characterize a library of esters using Fischer esterification and alcoholysis of acid chlorides and their subsequent enzymatic hydrolysis by pig liver and orange peel esterases.
Sanford, Elizabeth M.; Smith, Traci L. J. Chem. Educ. 2008, 85, 944.
Drugs / Pharmaceuticals |
Enzymes |
Esters |
Industrial Chemistry |
IR Spectroscopy |
NMR Spectroscopy |
Synthesis |
Thin Layer Chromatography
The Resolution of Ibuprofen, 2-(4′-Isobutylphenyl)propionic Acid  James V. McCullagh
In this experiment the over-the-counter pain reliever ibuprofen is resolved using (S)-(-)-a-phenethylamine as the resolving agent. This procedure has several key advantages over previous resolution experiments.
McCullagh, James V. J. Chem. Educ. 2008, 85, 941.
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
Enantiomers |
Quantitative Analysis |
Separation Science
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Other Resources: First 3 results
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 |
The Amino Acids  Ed Vitz, John W. Moore
A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
Amino Acids |
Chirality / Optical Activity
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