An efficient synthesis of the exorbitantly priced Lambert-Eaton myasthenic syndrome drug amifampridine was developed and applied in the second-semester undergraduate organic chemistry laboratory. The two-step synthesis entails a nucleophilic aromatic substitution reaction of commercial 4-chloro-3-nitropyridine with methanolic ammonia to afford…

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,…

Apurinic/apyrimidinic (AP or abasic) sites are deoxyribonucleic acid (DNA) lesions that result from the loss of a nucleobase by hydrolysis of the "N"-glycosyl bond. AP sites are the most frequent lesions in cells and are caused by environmental and cancer therapeutic genotoxins. Herein, the bicinchoninic colorimetric assay, typically…

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…

Alcohol consumption has profound effects on behavior, such as impaired judgment, addiction or even death. It is estimated that alcohol contributes to around three million deaths worldwide, 13.5% of them in young people with ages between 20 and 39 years. Consequently, it is necessary to raise awareness among college and high school students of the…

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),…

Active learning provides students with meaningful and introspective roles in education. However, active learning is difficult to achieve in online class settings, particularly for biology laboratories initially designed to offer direct interactions with live organisms. During the COVID-19 pandemic, a transition to online learning was required in…

Course-based undergraduate research experiences (CUREs) provide students with valuable opportunities to engage in research in a classroom setting, expanding access to research opportunities for undergraduates, fostering inclusive research and learning environments, and bridging the gap between the research and education communities. While…

In this study, students' understanding of some important features of competitive elimination and substitution reactions of alcohols was examined based on their participation in a guided inquiry activity of two organic laboratory experiments: the dehydration of cyclohexanol and the conversion of tert-butyl alcohol into tert-butyl chloride. Students…

The adulteration of food products, including honeys and syrups, is of growing concern in global food markets. Detecting adulterated food products can be difficult using traditional analytical methodologies because of complex sample matrices or poor separation of key compounds. NMR is an analytical tool that circumvents some of these issues by…

While students can learn both chemistry content and inquiry practices by participating in course-based undergraduate research experiences (CUREs), it is well documented that prior experiences shape perception. We conducted a case study to investigate students' first experiences with a CURE in an upper-division chemical engineering laboratory…

A computational experiment investigating common organic chemistry mechanisms has been developed and implemented in a junior/senior-level physical chemistry laboratory course at two institutions. Students investigated various reactions that proceed via S[subscript N]1, S[subscript N]2, E1, and E2 mechanisms using hybrid Density Functional Theory…

Raman scattering spectroscopies are important analytical tools in modern chemistry. Here, we describe the construction of the unamplified Raman scattering analysis (URSA) instrument: an inexpensive, open-table Raman spectrometer that uses a 532 nm diode-pumped laser as a light source. Upon application of this spectrometer to DNA extracted from…

Heterocycles, more specifically those containing nitrogen, make up a family of molecules with great pharmaceutical potential. Many approved drugs, notably anticancer drugs, contain a nitrogen-based heterocycle. To expose students to this class of molecules, we used the Paal--Knorr reaction for the synthesis of edaravone, a pyrazolone derivative.…

Nuclear magnetic resonance (NMR) spectroscopy is commonly introduced to students in the classroom, but its hands-on use in undergraduate laboratories is far less common. The significant costs to purchase and maintain a traditional high-field NMR spectrometer means that many institutions cannot offer this service to their students. Benchtop NMR…