We report a series of experiments
based upon cinnamon oil that
were developed to provide a practical integration of green and sustainable
chemistry concepts for the organic chemistry laboratory. Five experiments
centering around cinnamaldehyde as a green, plant-based chemical were
performed by undergraduate students in a second-year organic chemistry
class. Cinnamon oil was obtained through hydrodistillation, and cinnamaldehyde
was used to demonstrate the use of a secondary metabolite in chemistry
laboratories. Subsequently, a reduction reaction, aldol reaction,
and Schiff base formation were carried out. Through these experiments,
students are able to practice techniques such as thin-layer chromatography,
column chromatography, recrystallization, and measurement of melting
points along with UV, FTIR, and 1H NMR spectroscopy. Microscale
practices were employed in each of the reactions, and microscale column
chromatography was used for purifications. The final experiment was
an antimicrobial activity assessment of cinnamon oil and the cinnamaldehyde
derivatives obtained from the previous experiments. Along with an
interdisciplinary component, students were exposed to sunscreen chemistry
and were led to consider the many uses of each product obtained. These
experiments were based upon a single, inexpensive plant metabolite
and biobased material to educate students about green chemistry and
its practical applications in the undergraduate laboratory.