A multistep synthesis of a novel arylidene 3­(2"H")-furanone has been designed and optimized for the second-year organic laboratory. The three-step sequence consists of a nucleophilic substitution, intramolecular cyclization, and acid-catalyzed aldol condensation, and can be carried out within two 3 h laboratory periods. The final…

Affect and emotions matter to science learning. They also matter because they are integral to science identity formation and sense of belonging. This study aims to foreground the epistemic and affective character of laboratory work in higher science education by conceptualizing it as epistemic practice, in which students activate their body and…

Electrophoresis is integral to analytical and biochemistry experiences in undergraduate education; however, fundamental principles of the method are often taught in upper-level laboratories through hands-on experiences. A laboratory activity is reported that teaches the concepts of electrophoretic mobility and electroosmotic flow. A single…

An undergraduate teaching laboratory experiment involving a continuous flow, photocatalytic thiol-ene reaction using visible-light irradiation is described that allows students to explore concepts of green chemistry, photochemistry, photocatalysis, and continuous flow chemistry.

Electrochemistry is primarily taught in first-year undergraduate courses through batteries; this lab focuses instead on corrosion to apply electrochemical concepts of electrolytes, standard reduction potentials, galvanic cells, and other chemistry concepts including Le Chatelier's Principle and Henry's Law. Students investigate galvanic corrosion…

The ability of certain organometallic reagents to react via 1,2- or 1,4-addition to an a,ß-unsaturated ketone is a fundamental example of regioselectivity at the second-year undergraduate organic level. The following two experiments were designed to demonstrate this preference by exploiting carvone as an inexpensive chiral, nonracemic substrate.…

In an effort to repurpose expired guaifenesin tablets, experiments devised for practical instruction are reported for the preparation and isolation of the guaifenesin acetonide using a microscale kit. The laboratory experiment successfully utilizes a waste chemical in lieu of a fine chemical to illustrate the principles behind protecting groups in…

An experimental protocol that provides an excellent way to discuss concepts at the crossroads of organic chemistry and biochemistry employing biocatalysis is presented. By evaluating several reaction parameters (enzyme source, organic solvent, and acyl donor), it was possible to conduct an enzymatic kinetic resolution experiment using…

Gas chromatography-mass spectrometry (GC-MS) and GC-tandem MS (GC-MS/MS) are useful in many separation and characterization procedures. GC-MS is now a common tool in industry and research, and increasingly, GC-MS/MS is applied to the measurement of trace components in complex mixtures. This report describes an upper-level undergraduate experiment…

Students in the undergraduate "transport phenomena" courses typically have a greater difficulty in understanding the theoretical concepts underlying the mass transport phenomena as compared to the concepts of momentum and energy transport. An experiment based on dissolution of carbon dioxide in water was added to the course syllabus to…

Almost all commercial quadrupole ICP-MS instruments use collision/reaction cells to either attenuate spectral interferences or shift the analyte of interest to an interference-free "m/z" (e.g., by O addition). A laboratory practical was developed to introduce the students to the basic operating principles of ICP-MS using a hands-on…

Over the past decade, mechanistic cross-linking probes have been used to study protein-protein interactions in natural product biosynthetic pathways. This approach is highly interdisciplinary, combining elements of protein biochemistry, organic chemistry, and computational docking. Herein, we described the development of an experiment to engage…

The synthesis of alkenes using the Wittig reaction is a traditional part of many undergraduate organic chemistry teaching laboratory curricula. The aqueous medium version of the Wittig reaction presented is a reliable adaptation of this alkene formation reaction as a very safe alternative in the introductory organic chemistry laboratory. The…

The Polymers and Cross-Linking experiment is presented via a new three phase learning cycle: CORE (Chemical Observations, Representations, Experimentation), which is designed to model productive chemical inquiry and to promote a deeper understanding about the chemistry operating at the submicroscopic level. The experiment is built on two familiar…

Imines are important in biological chemistry and as intermediates in organic synthesis. An experiment for introductory undergraduate organic chemistry is presented in which benzaldehyde was condensed with "p"-methoxyaniline in toluene to give 4-methoxy-"N"-(phenylmethylene)benzenamine. Water was removed by azeotropic…