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,…

In undergraduate science education, laboratory courses stand as essential cornerstones of experiential learning. Chemistry laboratory courses offer students unique hands-on experiences that bridge the gap between theoretical knowledge and practical application. The journey through the undergraduate chemistry curriculum is paved with a series of…

Using crystal structure data, site directed mutagenesis, and real-time kinetic assays, students designed, expressed, and purified engineered mutants of human insulin-degrading enzyme (IDE). Students designed their own IDE mutants following "in silico" analysis, used inverse PCR to generate mutant plasmid expression constructs, expressed…

An operationally simple, reliable synthesis of ethynylated acenes suitable for an upper-division undergraduate organic chemistry laboratory course has been developed. This experiment requires students to synthesize two acene derivatives and can be completed in 6-8 laboratory sessions (3 h each); a shorter experiment could be realized in the…

Student engagement in evidence-based argumentation plays a central role in science education. These skills can be developed when identifying organic molecules from the spectroscopic data. Molecular structural analysis fosters deep procedural knowledge, as it involves (i) flexibly applying a set of procedures to extract information from spectra,…

Catalysis and catalytic cycles are widely used in both research and industry. The addition of a catalysis experiment into the undergraduate laboratory curriculum is important and necessary training to expand student learning. Here, an experiment demonstrating iron-based tandem catalysis was developed and implemented in an organic chemistry course…

Nanotechnology has been recognized as an important driver of the future economy, and so nanoscience is increasingly being incorporated into the undergraduate chemistry curriculum. This experiment includes the chemical synthesis, optical and chemical testing, and microscopic imaging of gold nanoparticles. Since nanoparticles are too small to…

Surface chemistry impacts technology, advancing the development of new heterogeneous catalysts, semiconductor devices, and materials synthesis. Carbon surfaces are ubiquitous in various fields, and the surface reactivity can be altered by surface functionalization on the molecular scale, introducing functional groups, thus shifting their…

Approximations can help to orient the student in an organic chemistry laboratory. There the student needs to develop the solvent systems for the reaction and isolation of organic reactants and products. The adage "like dissolves like" helps in this regard, but this approach is vague and entirely qualitative. More quantitative approaches…

Given the importance of self-healing polymers for chemistry education, herein, we introduce our latest research results in self-healing materials based on thioctic acid into undergraduate chemistry laboratory. In this experiment, a natural small molecule, thioctic acid (TA), and a few other commercially-available reagents have been used to make a…

We present the use of an oxygen tolerant controlled radical polymerization (photoinduced electron/energy transfer-reversible addition fragmentation chain transfer polymerization, PET-RAFT) as a simple method for preparing controlled radical polymers in an undergraduate laboratory. Unlike conventional techniques, PET-RAFT polymerizations require no…

We have developed a guided-inquiry laboratory exercise in which students perform viscosity measurements to infer the structure of poly(vinyl alcohol) (PVA) in aqueous solution. The activity combines both experiments and modeling. In the experimental portion of the exercise, students measure the viscosity of several solutions of PVA with differing…

Electrophilic aromatic substitution reactions are common in the organic chemistry laboratory. These reactions, while ubiquitous, use corrosive reagents and halogenated or hydrophobic solvents that produce expensive and hazardous waste streams. The carboxylation of phenols (Kolbe-Schmitt reaction), although aqueous, typically involves conditions…

Nuclear magnetic resonance (NMR) spectroscopy has become a cornerstone tool for studying a variety of molecular features in advanced chemistry laboratories. In this experiment, students prepare a pyrrole-[beta]-amide via a one-pot, three-step synthesis and use NMR spectroscopy to confirm its molecular structure. In addition, variable temperature…

The prompt introduction of single-molecule science into undergraduates' curricula is an urgent but challenging task. However, the research experiments are often too complicated and the instruments are too expensive to be widely transferred into a compulsory course of undergraduate students. Herein, we introduce a recently developed nanopore…