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  Home > JCE Print > Journal of Chemical Education > Issues > 2006  > June  >
In the Classroom
JCE Featured Molecules
Lubricating Greases
William F. Coleman
Department of Chemistry, Wellesley College, Wellesley, MA 02481
Cover
June 2006
Vol. 83 No. 6
p. 882

Full Text
The Featured Molecules for this month all come from the paper on the chemistry of lubricating grease by Craig Donahue. This paper is a rich source of structural examples ranging from small molecules to metal complexes to polymeric species. Students who are new to structural chemistry might find it useful to compare the structures in the text to their 3-dimensional counterparts to see if they can find instances where the two representations result in different ideas about the structure. They might also examine the 3-dimensional model of ethylene vinyl acetate and decide what values of x and y were used to construct this.

N-phenyl-1-naphthylamine provides an opportunity for students in introductory or organic chemistry to speculate on the nonplanar nature of the structure in light of the fact that aniline is planar, while the two phenyl rings in biphenyl are not coplanar. Although all medium and high-level calculations predict a nonplanar structure for N-phenyl-1-naphthylamine, the degree of nonplanarity differs, sometimes significantly, from one computational model to another.

Fully manipulable (Chime and Jmol) versions of these and other molecules are available at the JCE Digital Library Web site.

Image of molecule.

furfural

Image of molecule.

terephthalic acid

Image of molecule.

N-phenyl-1-naphthylamine

Image of molecule.

N,N′-disalicylidene-1,2-diaminopropane

More Information
*  Citation
Coleman, William F. J. Chem. Educ. 2006 83 882.
*  Keywords
Computer-Based Learning; Internet / Web-Based Learning; Molecular Modeling; Molecular Properties / Structure
*  History
Created:
Last Updated:
4/24/2006
5/3/2006
  Home > JCE Print > Journal of Chemical Education > Issues > 2006  > June > Page 882



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