To potentially engage students in "doing organic chemistry", organic chemistry courses should foreground weaving together structure- and energy-related ideas to construct causal accounts for phenomena. Here, we investigate whether enrolling in an organic chemistry course that places substantial emphasis ([approximately]50% of total…

A course centered around transition-metal catalysis in modern drug discovery was designed to illustrate the central role of organic chemistry in driving small-molecule drug development. The course highlighted both fundamental and applied concepts, first with a focus on the drug discovery process, followed by foundational principles in catalysis…

We present two simple classroom exercises designed to explain challenging concepts in conformation for students beginning organic chemistry. These macroscopic demonstrations serve as analogies to bridge students' understanding of flat two-dimensional drawings to real three-dimensional molecules. In the first demonstration, an apple is drawn from…

Student-centered teaching has become increasingly common in higher education as researchers have demonstrated its efficacy in recent decades. Herein, we hope to establish an efficient problem-based learning (PBL) method, which can help upper-division students learn organic chemistry content by combining teaching materials, experimental literature,…

The transition from general chemistry to organic chemistry is challenging for many students. To succeed, students must remember their foundational chemistry skills and effectively transfer that knowledge into the context of organic chemistry. However, this transition is often hindered by many obstacles: (1) lack of prerequisite knowledge, (2) lack…

The bromination of six isomeric alcohols is adapted to a discovery-based organic chemistry laboratory experiment, whereby students are provided an alcohol starting material and are charged with determining the product or product mixture produced using relevant spectroscopic data. The experiment solidifies NMR analysis skills while reinforcing the…

One of the more difficult concepts introduced in the first-year undergraduate course, general chemistry, is that of chirality. Typically, left and right hands are the common, macroscopic objects of reference used to demonstrate the quality of being nonsuperimposable, followed by the use of a mirror and molecular models, to illustrate molecular…

A series of distinctive gap-fill activities were designed to provide practice and test students' knowledge in retrosynthetic analysis. Developed and tested during the COVID-19 pandemic, the activities allow students to work through authentic multistep syntheses of various organic target molecules. Students were asked to identify appropriate RSA…

A broadly applicable semester-long course-based undergraduate research experience (CURE)-inspired organic II laboratory course was developed from an engaging story supported by the current literature surrounding paraben use in consumer products. The project involves the synthesis of brominated parabens followed by an investigation into the…

Introductory organic chemistry laboratory is often a difficult course for students in terms of translating the structural information and reactivity learned in lecture to the practical applications found in the laboratory. These concepts are even more difficult when presented through distance learning when a student cannot get hands-on experience.…

Resonance is a fundamental concept that is necessary for students' successful learning in organic chemistry. However, there is a need to know more about both (1) what students find important when describing resonance and (2) students' conceptual understanding. This research seeks to address this discrepancy by examining second-semester organic…

In undergraduate chemistry curricula that include computational modeling, students may gain first-hand experience in both introductory and advanced applications of this technique. However, although students can be exposed to the predictive power of computational work, its capabilities are often limited to determining the intrinsic properties of…

This three-part laboratory experiment investigates key aspects of the Buchwald-Hartwig amination cross-coupling reaction through guided-inquiry learning strategies. The first part of this experiment utilizes high-throughput experimentation techniques to reinforce, explore, and extend fundamental concepts that are represented in the classroom,…

The dehydration of 2- or 4-methylcyclohexanol to obtain isomers of methylcyclohexene is a classic organic chemistry experiment. Students perform a distillation, collecting samples to analyze the progress of the reaction. The reaction produces a major product that can be explained on the basis of the regiochemistry of the [pi] bond formation for…

An undergraduate laboratory experiment for the synthesis of biologically significant bis-4-hydroxycoumarins using a new catalyst is described here. An experimental setup plan, monitoring the reaction by TLC, isolation of the product, safe laboratory handling procedures, and significance of data reproducibility of the result are the main learning…