Resumen de 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, Sheryl A. Tucker
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.
