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  Home > JCE Print > Journal of Chemical Education > Issues > 2004  > October  >
In the Laboratory
Featured Molecules
Sunscreens
William F. Coleman
Chemistry Department, Wellesley College, Wellesley, MA 02181

Cover
October 2004
Vol. 81 No. 10
p. 1491

Full Text
Reinforcing the "Heath and Wellness" theme of National Chemistry Week 2004, the featured molecules for this month are all found in commercial sunscreens, or in the synthesis of sunscreen materials. The paper by Stabile and Dicks introduces students of organic chemistry to the synthesis of cinnamate esters used in sunscreen products. Several of the papers referenced by those authors, most notably a paper by Doris Kimbrough (J. Chem. Educ. 1997, 74, 51–53), present the structures of additional sunscreen components.

Although the details of the synthesis are beyond the scope of most introductory courses, these molecules present an excellent opportunity for introducing students to the absorption of radiation that is far more relevant to their lives than the line spectra of hydrogen and other atoms. Such a discussion could be extended to include more delocalized dyes such as those frequently studied in physical chemistry courses as a test of particle-in-a-box models, and students could be asked about those molecules as sunscreens, which raises an interesting intersection between aesthetics and spectroscopy.

Fully manipulable (Chime) versions of these molecules appear below. These and other molecules are available at Only@JCE Online.

Image of molecule.

Figure 1. Octyl methoxycinnamate molecule. Interactive Chime-based structure (top); static structure graphic (bottom).

Image of molecule.

Figure 2. trans-4-Methoxycinnamate molecule. Interactive Chime-based structure (top); static structure graphic (bottom).

Image of molecule.

Figure 3. PABA molecule. Interactive Chime-based structure (top); static structure graphic (bottom).

Image of molecule.

Figure 4. Avobenzone (Parsol 1789) molecule. Interactive Chime-based structure (top); static structure graphic (bottom).

Image of molecule.

Figure 5. Octyl salicylate molecule. Interactive Chime-based structures (top); static structure graphics (bottom).

More Information
*  Citation
Coleman, William F. J. Chem. Educ. 2004 81 1491.
*  Keywords
Internet; Molecular Modeling / Dynamics; Molecular Properties / Structure
*  History
Created:
Last Updated:
August 31, 2004
September 8, 2004
  Home > JCE Print > Journal of Chemical Education > Issues > 2004  > October  > Page 1491


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