Synthesis of (Z)-alkenes is challenging because the (E) stereoisomers are usually more stable. Energy transfer photocatalysis has emerged as an efficient strategy for (E) [right arrow] (Z) alkene isomerization. We report the development of an advanced undergraduate laboratory experiment that introduces students to contemporary organic…

Paal--Knorr reactions are a classical method for synthesizing pyrroles, using 1,4-dicarbonyl compound and amine as reactants. It has the characteristics of green chemistry, as only two molecules of water are lost. In this teaching and learning experiment, 2,5-hexanedione and 4-"tert"-butylaniline were used to synthesize…

This paper describes a data set of IR, MS, H-1 NMR, C-13 NMR, DEPT, and 2D NMR spectra designed for undergraduate teaching. The data files are provided as MestReNova documents containing all the available spectra for each of the 251 different compounds in the data set. The spectral data in these files can be processed, manipulated, copied, and…

The ability to reason with representations is pivotal for successful learning in Organic Chemistry and is closely linked to representational competence. Given the visual nature of this discipline, this comprises competency in extracting and processing relevant visual information. With regard to the resonance concept, proficiency in identifying…

Solving organic chemistry reactions requires reasoning with multiple concepts and data (i.e., multivariate reasoning). However, studies have reported that organic chemistry students typically demonstrate univariate reasoning. Case comparisons, where students compare two or more tasks, have been reported to support students' multivariate reasoning.…

The ability to extract structural information from a drawing of a molecule is key to being successful in organic chemistry. One source of difficulty for novices in interpreting structures is that hydrogens bound to carbon are represented implicitly in the often-used line-angle structures. Other representations that explicitly show hydrogens, such…

An organic chemistry experiment designed for senior undergraduates focuses on bifunctional catalysis, a critical yet often omitted topic at the undergraduate level, but essential for advanced studies in chemistry. By utilization of a tertiary amine-thiourea catalyst in the asymmetric Michael addition reaction, the experiment showcases the…

Mindset is a construct of interest for challenging learning environments, as science courses often are, in that, it has implications for behavioral responses to academic challenges. Previous work examining mindset in science learning contexts has been primarily quantitative in nature, limiting the theoretical basis for mindset perspectives…

The addition of research-focused experiences to undergraduate chemistry laboratory courses has been shown to bolster student learning, enhance student retention in STEM, and improve student self-identity as scientists. In the area of synthetic organic chemistry, the preparation of libraries of compounds with novel optical and electronic properties…

Teaching the three-dimensional structure of saccharides has consistently been a challenging aspect of organic chemistry courses, impeding students' ability to grasp more advanced topics in biochemistry and food chemistry. In this article, we designed and developed a novel d-glucopyranose model using 3D printing technology for the first time. This…

The course-based undergraduate research experiences (CURE) approach is increasingly being used in undergraduate experimental courses. Here, we describe the implementation of CURE in an upper-level inorganic chemistry course, in which students were assigned different current themes to study. This paper focuses on the theme of quantum dots,…

Herein, we present an integrated upper division chemistry laboratory experiment involving the synthesis, characterization, and evaluation of catalytic metal--organic frameworks (MOFs). Experiments are designed to facilitate the solvothermal synthesis and characterize MOFs, including UiO-66, UiO-66-NH[subscript 2], and UiO-66-NO[subscript 2]. The…

The main topics of this dissertation are: 1) the development and discussion of a new molecular balance for measuring alkyl-alkyl interactions in a wide array of organic solvents, 2) the development of linear solvation energy relationships between solvent interaction parameters and solvent accessible surface area (SASA) in CH-arene interactions,…

Tofu, a traditional Chinese food, is now popular worldwide. However, few people notice the chemistry that is involved in its production. To shed light on this, we have designed a simple demonstration for lower-level undergraduates in organic chemistry or biochemistry courses to help them understand the chemistry principles that underlie the…

This study seeks to elucidate the fundamental principles underlying the hydration, hydrolysis, and enolization of [beta]-diketones, aiming to enhance students' comprehension of the link between fundamental chemical principles and the practical implications of keto-enol tautomerization and diketone-gem diol equilibrium in diverse chemical…