The pharmacologically active lignans sesamin and sesamolin are minor components of sesame oil and ingredients in OTC dietary supplement capsules. We report an introductory undergraduate organic laboratory experiment combining natural product isolation and spectral analysis in which students isolate a mixture of sesamin and sesamolin by either (1)…

Hydrogels are soft water-rich materials with physical properties that can be easily tuned by modifying their network structure. For instance, increasing or decreasing the cross-linking density has a profound effect on their water absorption capabilities and mechanical strength. These physical changes are showcased in a new experiment for organic…

S[subscript N]2 reactions are of fundamental importance in introductory organic chemistry courses, and a number of experiments suitable for the first-semester undergraduate organic lab have been previously reported. Most of these experiments have used alkyl halides as electrophiles, but alkyl halides are often less than ideal for reasons of…

A [beta]-lactam, the core structure unit of clinically important antibiotics such as penicillin and cephalosporin, is one of the most commonly encountered four-membered heterocycles in organic chemistry and is widely used in medicine and biochemistry. The Kinugasa reaction, a copper­(I)-catalyzed cycloaddition of a terminal alkyne with a nitrone,…

Green chemistry is finding its place as one of the most essential study topics in the curriculum of future chemists and chemical engineers. Experiments that meet green chemistry principles contribute to make the laboratory a safer working place, generate less waste, and allow students to increase their knowledge in new environmentally friendly…

The dehydration of 2- or 4-methylcyclohexanol to obtain isomers of methylcyclohexene is a classic organic chemistry experiment. Students perform a distillation, collecting samples to analyze the progress of the reaction. The reaction produces a major product that can be explained on the basis of the regiochemistry of the [pi] bond formation for…

Secondary metabolite compounds contained in each plant genus have certain characteristics, which is true also of the flavonoid in the genus "Artocarpus." In the experiment described here, third-year undergraduate students performed the isolation and characterization of cycloartocarpin from the roots of "Artocarpus altilis"…

A laboratory exercise for the synthesis of a sulfonated styrene-"co"-maleic anhydride polymer and its application as a stain blocker on nylon-6,10, is described. The effectiveness of the sulfonated polymer to prevent the conjugate base of an acid dye from staining the polyamide is demonstrated. This experiment is designed for…

Although teaching laboratories offer students the opportunity to act and think like chemists, in many cases students simply follow written procedures to generate predetermined outcomes. In recent years, there has been a movement toward inquiry-, problem-, and discovery-based learning. In a similar vein, the first-semester introductory organic…

"N"-Formamides are important intermediates in the synthesis of many pharmacologically active compounds and are used as protecting groups for amines or as catalysts in different reactions. The current "N"-formylation experiment is designed as a part of an introductory organic chemistry course for undergraduate students. The…

As a model study for improving undergraduate organic chemistry laboratories with contemporary research concepts and practices, we evaluated a project module aiming at the synthesis of two porphyrin compounds. The module was implemented in a format that differed in several ways from that of a traditional course. It was designed for small student…

As the COVID-19 pandemic transformed higher education, St. John's University (New York), among other academic institutions, worked to incorporate methodologies that would allow for social distancing and the attainment of hands-on experience that is expected of a science laboratory course. To account for the constraints that the pandemic posed, St.…

A multistep synthesis of a metal-free organic dye-sensitizer for solar cells was developed as a multifaceted research project for upper-division undergraduate students with a goal of introducing students to the application of organic synthesis in material science, and renewable energy research. The characterization of the dye is done by thin-layer…

In recent years, course-based undergraduate research experiences (CUREs) have been increasing in popularity as replacements for or adjuvants to the traditional laboratory experience. This approach shifts the focus from an exercise-based curriculum to an experiment-based curriculum and provides students with a more authentic and higher-impact…

In this laboratory teaching experiment, commercial cannabis oils were analyzed by undergraduate organic chemistry students using gas chromatography-mass spectrometry (GC-MS) to investigate three isomeric cannabinoids commonly found in cannabis products: cannabidiol (CBD), [delta][superscript 9]-tetrahydrocannabinol ([delta][superscript 9]-THC),…