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,…

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…

An understanding of basic organic chemical reactivity is key for many biosciences students. The reactivities of different carbonyl groups affect their function in many biomolecules. A practical class, the two-step synthesis of paracetamol, has been devised to illustrate the electrophilic reactivities of carbonyls, which was covered in the…

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…

Nanoparticle Zn[subscript 2x] Cu[subscript 1-x] In[subscript 1-x] S[subscript 2] is a promising and safer alternative to lead- and cadmium-containing quantum dots. Students prepare Zn[subscript 0.44] Cu[subscript 0.78] In[subscript 0.78] S[subscript 2] quantum dots in a one-pot synthesis without an inert atmosphere and investigate how the color,…

Is the reductionist approach to teaching chemical principles in the laboratory adequate for students to make effective evaluations? In this work, using the example of sunscreens, students first assessed the analytical chemistry parameters of the active ingredients, later comparing and contrasting them with organic chemistry information for…

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…

In response to the call for an increased emphasis from the American Chemical Society on including macromolecular studies in the undergraduate curriculum, a supramolecular-themed experiment was designed for undergraduate-level organic laboratory courses that provides a convenient platform to study physical behaviors of supramolecular assemblies.…

This laboratory experiment allows one to study the effect of temperature in the process of formation of hydrogen bound cyclic dimers of benzoic acid (BA). The implementation of the proposed methodology, which comprises the use of FTIR spectroscopy and quantum chemistry calculations, enables the obtaining of the thermodynamic parameters of the…

A physical model has been designed to help students visualize concepts involved when solving infrared spectra. The physical model uses balls and springs to incorporate the harmonic oscillator model and Hooke's law to study dynamic vibrations within diatomic molecules. Various concepts are addressed with the model to abstract principles about how…

Synthesis and characterization of nanomaterials yields opportunities for instruction of related topics in solution chemistry and materials science, as well as spectroscopy connecting to band theory, the "particle in a box" quantum mechanical model, and thermodynamics. In collaboration with an undergraduate research assistant, we have…

The use of methanol-water mixtures as solvents for sample preparations is common in many instrumental analytical procedures for compound quantification at trace concentration levels. The reliability of the analytical method depends upon several factors including consistency of instrumental setup and calibration, quality of standards used and…

The Franck-Condon Principle (FCP), the key concept for describing vibronic spectra, results from the large disparity between the time scales of electrons and nuclei in molecules. Yet in an undergraduate lecture, the FCP is nearly always rationalized from a time independent quantum mechanical viewpoint, due to students' lack of knowledge of time…

Here we present a new undergraduate laboratory that will introduce the concepts of time-resolved spectroscopy and provide insight into the natural time scales on which chemical dynamics occur through direct measurement. A quantitative treatment of the acquired data will provide a deeper understanding of the role of quantum mechanics and various…

An iridium(III)-mediated C-H functionalization sequence involving a concerted cyclometalation-deprotonation/migratory insertion pathway is reported for the undergraduate chemistry laboratory. The air- and water-stable iridacycle intermediates are readily isolated and characterized by NMR spectroscopy. Both steps of the experiment are performed at…