In this second-semester organic chemistry lab experiment, students work collaboratively using a combination of chemical synthesis and NMR spectroscopy to investigate the diastereoselectivity associated with the Meerwein-Ponndorf-Verley (MPV) reduction of two ketone substrates having carbonyl groups flanked by an [alpha]-chiral carbon with…

This study highlights the importance of incorporating modern mass spectrometry techniques into undergraduate education. By focusing on the structure-characterizing capability of MS, students are able to gain hands-on experience with cutting-edge techniques and better understand how MS can be used to solve real-world problems. The three-step lipid…

In this paper, we present a concise and technique-heavy route to the synthesis of dimedone for a second-year organic chemistry curriculum. Our preparation of dimedone guides students through a Michael addition followed by a Dieckmann cyclization, basic ester hydrolysis, and thermal decarboxylation, while allowing time for mechanistic discussion…

The synthesis of a [2]rotaxane through three- or five-component coupling reactions has been adapted to an organic chemistry experiment for upper-division students. The experimental procedure addresses the search for the most favorable reaction conditions for the synthesis of the interlocked compound, which is obtained in a yield of up to 71%.…

This communication describes an updated experiment of peptide synthesis, involving determination of the loading capacity of a Fmoc-protected amino functionalized resin using UV-vis spectroscopy and a subsequent synthesis of a dipeptide in order to exemplify the experimental solid-phase synthesis procedure as an alternative technique in organic…

This report describes a laboratory experiment for an undergraduate-level inorganic chemistry or biochemistry course involving the study of the kinetics of the catecholase activity of a synthetic nickel­(II)-oximate complex. A model substrate, 3,5-di-tert-butylcatechol(DBC), undergoes aerobic oxidation to 3,5-di-tert-butylbenzoquinone (DBQ) in the…

In both general chemistry and analytical chemistry courses, students are introduced to the concept of predominant species in solution when discussing acid/base chemistry. Speciation diagrams are often used to illustrate the concept and predict the relative abundance of species in solution. Herein, we describe a laboratory experiment for an…

Recently, topical products advertising cannabinoid ingredients have gained popularity. Consumers are seeing an increase of commercial products containing ingredients from hemp oil to cannabidiol (CBD) due to health benefit claims. Cosmetic products containing cannabinoids are currently not regulated at the federal level. A laboratory experiment…

We here propose a simple and fast hands-on activity requiring limited equipment, to introduce students of various levels (bachelor's or high school) and backgrounds (from science to arts) to the chemistry of color. The different colors of stained glass are replicated through the deposition, on ordinary glass slides, of silica coatings colored by…

A fast, operationally simple, and reproducible synthetic protocol for anthraquinone dyes (AQDs), suitable for upper-division undergraduate industrial and organic chemistry laboratory courses, has been developed. This experiment is composed of three stages; the first step deals with the synthesis of AQDs, followed by a purification step, and…

Plant-derived natural products are an important source of potential medicines and continue to have a major impact on the drug discovery process. Natural product discovery assignments provide an opportunity to present various experimental techniques to undergraduate students in introductory medicinal chemistry. This assignment was developed to…

The aroma volatile compounds in tomatoes are strongly linked to taste and flavor. Commercial tomato varieties, however, generally lack flavor. Tomato breeding programs have therefore started to focus on increasing the flavor-enhancing volatiles, which can be more easily altered than the sugar content. Analytical efforts that identify key flavor…

The redox reaction between dioxovanadium(V) and oxalate is proposed as a suitable system to analyze the kinetics of a twostep reaction mechanism using UV-vis spectroscopy. First, the spectra of dioxovanadium(V) and its reduced counterpart oxovanadium(IV) are compared and explained using the crystal field theory. The change in absorbance can be…

The lifetime of the excited state of a material is essential for characterizing its photophysical and photochemical processes and substantially affects the quantum efficiencies of its luminescence (fluorescence or phosphorescence) and photo(catalytic) reactions. However, undergraduate students are much more likely to do steady-state, rather than…

Students in a typical instrumental analysis course may learn more than 30 analytical techniques. There are more than 150 components associated with the instrumentation that they learn. To help students organize this large amount of information, we classified these components into four categories: sources, samples, discriminators, and detectors. In…