General Chemistry Laboratory Experiment To Demonstrate Organic Synthesis, Fluorescence, and Chemiluminescence through Production of a Biphasic Glow Stick

A laboratory experiment is described for beginning, nonmajor chemistry students, which allows students to examine the phenomena of fluorescence and chemiluminescence, as well as gain experience in basic organic synthesis. Students synthesize fluorescein and bis(2,4,6-trichlorophenyl) oxalate (TCPO) to explore fluorescence and chemiluminescence by assembling a biphasic glow stick. The experiment gives students the opportunity to understand the chemistry behind common "real-life" experiences of glow stick illumination and fluorescent lighting or inks and to synthesize compounds that exhibit these phenomena. Students' survey data between 2013 and 2016 show that the experiment was enjoyable to undergraduate nonscience majors (4.3 of 5 cumulative, 4.8 in 2016) and relevant to their lives (4.0 of 5 cumulative, 4.4 in 2016).