Although teaching laboratories offer students the opportunity to act and think like chemists, in many cases students simply follow written procedures to generate predetermined outcomes. In recent years, there has been a movement toward inquiry-, problem-, and discovery-based learning. In a similar vein, the first-semester introductory organic…

The Clemmensen reduction is a common example of a reaction demonstrating the deoxygenation of carbonyl groups, which is a topic that has been widely studied in the field of organic chemistry. The use of trimethylchlorosilane, as a substitute for concentrated hydrochloric acid, allows for the reduction of carbonyl groups. The Clemmensen reduction…

Integrating new synthetic methods and experimental techniques from the latest research reports into undergraduate laboratory experiments is of great significance, as it enables students to learn the cutting-edge technology of organic chemistry and cultivates their experimental skills and innovative thinking. In this study, an experiment on their…

The widespread transition to online teaching as a result of the global pandemic moved chemistry laboratory experiences online. At UBC's Okanagan campus, organic chemistry laboratory instruction was delivered synchronously to maximize student interactions with their teaching assistants. Two methods of online delivery were employed: (1) students…

A 3-week module incorporating the principles of green chemistry was developed for a large-enrollment, introductory organic chemistry laboratory course. An emphasis was placed on students planning their own experiments with the goal of obtaining a greener reaction (week 1). Students executed their designed experiments in week 2 and were given an…

In this laboratory experiment, students learn how to use ESI to accelerate chemical synthesis and to couple it with on-line mass spectrometry for structural analysis. The Hantzsch synthesis of symmetric 1,4-dihydropyridines is a classic example of a one-pot reaction in which multiple intermediates can serve to indicate the progress of the reaction…

An asymmetric synthetic experiment that encompasses both diastereoselectivity and enantioselectivity is described. In this experiment, Zn-mediated allylation of an ("R")-"N"-"tert"-butanesulfinyl imine is first performed to obtain either diastereomer using two different solvent systems, followed by oxidation of the…

Introductory-level laboratory courses provide students with hands-on experience using the discipline's tools and theories. These courses often rely on recipe-based experiments due to the constraints of large enrollments, short lab periods, and the desire to minimize complexity. In addition, covering a breadth of topics can lead to a fragmented…

An applied computational chemistry laboratory exercise is described in which students use modern quantum chemical calculations of chemical shifts to assign the structure of a recently isolated natural product. A pre/post assessment was used to measure student learning gains and verify that students demonstrated proficiency of key learning…

The laboratory is a mainstay in STEM education, promoting the development of critical thinking skills, dexterity, and scientific curiosity. The goals in the laboratory for nonchemistry, prehealth majors, though, could be distinguished from those for chemistry majors. In service courses such as organic chemistry, much laboratory time is often spent…

Online prelaboratory videos and quizzes were prepared for all experiments in CHEM 231, Organic Chemistry I Laboratory. It was anticipated that watching the videos would help students be better prepared for the laboratory, decrease their anxiety surrounding the laboratory, and increase their understanding of the theories and concepts presented.…

Consistent, high-quality introductions to organic chemistry laboratory techniques effectively and efficiently support student learning in the organic chemistry laboratory. In this work, we developed and deployed a series of instructional videos to communicate core laboratory techniques and concepts. Using a quasi-experimental design, we tested the…

Students are frequently presented with novel visualizations introducing scientific concepts and processes normally unobservable to the naked eye. Despite being unfamiliar, students are expected to understand and employ the visualizations to solve problems. Domain experts exhibit more competency than novices when using complex visualizations, but…

We report a comparative study using "knowledge space theory" (KAT) to assess the impact of a hands-on laboratory exercise that used molecular model kits to emphasize the connections between a plane of symmetry, Charity, and isomerism in an introductory organic chemistry course. The experimental design compared three groups of…

Guided-inquiry experiments offer the same opportunities to participate in the process of science as classical organic qualitative analysis used to do. This three-week guided-inquiry project involves an aldol-dehydration synthesis of a chalcone chosen from a set of nine, followed by a catalytic transfer hydrogenation reaction using ammonium formate…