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…

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…

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…

A straightforward protocol for the preparation of the colorful and air-stable diphenyl ditelluride is described. In one laboratory session, students isolate their product and characterize it via melting point determination, mass spectrometry, and NMR spectroscopy ([superscript 1]H, [superscript 13]C­{[superscript 1]H}, and [superscript…

The helium-plasma (HePI) ionization mass spectrometry method was used to track the formation of reaction products and consumption of reactants by continually monitoring the vapors in the reaction headspace in real time. Two examples of the application procedure are presented here: a nucleophilic acyl substitution reaction and a 1,4-nucleophilic…

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…

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…

A comprehensive teaching experiment plan tailored forthird-yearundergraduates has been developed. Initially, instructors synthesize(E)-2-(4-((4-(2-hydroxyethoxy)-3-methylphenyl)­diazenyl)­phenoxy)-ethan-1-ol­(M-Azo-2)monomer as part of the preclass preparation. Subsequently, studentsperform an acylation reaction experiment to prepare an…

Chemical reactions that mimic the function of ATP hydrolysis in biochemistry are of current interest in nonequilibrium systems chemistry. The formation of transient bonds from these reactions can drive molecular machines or generate materials with time-dependent properties. While the behavior of these systems can be complicated, the underlying…

In all fields of chemistry, it has become essential to use quantum chemical calculations and machine learning for explaining and predicting chemical phenomena. However, it is challenging to apply textbook knowledge to practical research. In this study, we developed teaching material based on computational chemistry to promote the integration of…

The discovery of ferrocene, Fe(C[subscript 5]H[subscript 5])[subscript 2], in the 1950s sparked the development of organometallic chemistry including metallocene compounds. Shortly after the isolation of ferrocene, the analogous ruthenium and osmium compounds were discovered. The preparation of ferrocene is common in undergraduate inorganic…

Metal-organic frameworks (MOFs) are a class of porous materials that are often crystalline with high surface area and structural tunability. In this laboratory experiment designed for inorganic chemistry students at the undergraduate level, students complete a two-step experiment where they will first (i) synthesize two isostructural…

As detection and subsequent remediation of misconceptions developed within high-school organic chemistry courses in regard to various classes of organic compounds are a prerequisite for meaningful learning of more advanced organic chemistry content, this study sought to identify high-school students' misconceptions about alcohols and carbonyl…

As the COVID-19 pandemic transformed higher education, St. John's University (New York), among other academic institutions, worked to incorporate methodologies that would allow for social distancing and the attainment of hands-on experience that is expected of a science laboratory course. To account for the constraints that the pandemic posed, St.…

Transfer students are a growing population at four-year higher education institutions, especially in STEM degree programs. Though much work has explored the broad transfer student experience, the experience of these students within specific courses is understudied. Furthermore, knowledge of how transfer students approach STEM courses and their…