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  Home > JCE Print > Journal of Chemical Education > Issues > 2001  > October  >
In the Laboratory
Synthesis and Analysis of a Solvatochromic Dye, 1-(p-Dimethylaminophenyl)-2-nitroethylene. An Advanced Undergraduate Laboratory Experiment
Dana L. Richter-Egger, Aaron Tesfai, Spencer J. Flamm, and Sheryl A. Tucker
Department of Chemistry, University of Missouri-Columbia, Columbia, MO 65211

Cover
October 2001
Vol. 78 No. 10
p. 1375

Abstract

The synthesis and analysis of the title dye is described so as to make it easy for instructors to select exercises that best fit their curricular needs (organic synthesis, instrumental analysis, and comparative analysis of other materials). The relatively simple (Henry reaction) synthesis produces attractive, flaky, glistening, brick-red crystals that can be studied a number of ways including absorbance, fluorescence, and NMR spectroscopies. Direct observation of the interesting and unique effects of solvatochromism will benefit students' understanding of the causes of solvatochromism and of the general theories governing the electronic processes involved in absorption and fluorescence. The dye is also useful for studying the polarity of macromolecular media like detergents, surfactants, micelles, and cyclodextrins in aqueous solution. This can be a particularly interesting way of comparing types of organized media such as consumer soaps and detergents and is best suited for the advanced undergraduate.

Supplement
The step-by-step procedure and notes for the instructor are available.
*  Contents JCE2001p1375W.doc (Microsoft Word)
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More Information
*  Citation
Richter-Egger, Dana L.; Tesfai, Aaron; Flamm, Spencer J.; Tucker, Sheryl A. J. Chem. Educ. 2001 78 1375.
*  Keywords
Fluorescence Spectrometry; Laboratory Instruction; Organic Chemistry; Organic Synthesis; Undergraduate Research; UV-Vis Spectroscopy
*  History
Created:
Last Updated:
September 13, 2001
August 31, 2005
  Home > JCE Print > Journal of Chemical Education > Issues > 2001  > October  > Page 1375


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