Synthesis and Solvatochromism of Oxazolone Derivative: Combining Organic Synthesis and Physical Organic Chemistry in a Single Experiment

This work presents a proposal of experimental activity involving organic synthesis and solvatochromism an molecule, correlating the content chemistry physical chemistry. experiment good opportunity to with classroom some related mechanisms reactions relationship between energy, electronic states, solute-solvent interactions, spectroscopy, among others in area chemistry, thus integrating knowledge. Experimentally, we synthesized through Plöchl-Erlenmeyer method oxazolonic derivative 4-[(p-N,N-dimethylamino)benzylidene]-2-phenyloxazole-5-one (AZA2) yield (78%), while solvatochromic study showed that this presented reverse solvatochromism; since non-hydroxyl solvents it positive solvatochromism, but protic negative solvatochromism. These different behaviors can be justified by interactions existing each medium, which favors prevalence mesomeric structures.