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…

Resonance is a fundamental chemistry concept first introduced to students in General Chemistry I, reintroduced in Organic Chemistry I, and then utilized throughout other higher-level chemistry courses. A molecule or ion can be said to exhibit resonance when it can be represented by two or more chemical structures (i.e., Lewis structures) that…

Students need a strong understanding of how to represent chemical compounds in order to succeed in organic chemistry. This project set out to gain a better understanding of students' difficulties with symbolic representations, by identifying the specific errors associated with drawing wedge-dash structures. The focus was on how students…

This review describes a computational chemistry exercise aimed at enhancing the understanding of upper-division undergraduates in organic chemistry and physical chemistry regarding the structures and aromaticities of cyclobutadiene and cyclooctatetraene. This exercise exposes students to chemical problems that require computational methods as a…

The inductive effect is one of the very important concepts of electronic effects in organic chemistry. In traditional teaching methods, only the origin, transmission mode, and decay of the inductive effect are introduced briefly, which is not conducive to students' complete understanding of the inductive effect. This work developed a new method to…

This report outlines an approach for preparing 5-color 3D printed plastic models of molecular orbitals and electron density surfaces using a hobby-grade 3D printer. Instructions are provided for preparing 3D orbital and electron density surface (EDS) models using solid or mesh representations in ground state and transition state structures. We…

The study diagnosed chemistry teacher trainees' difficulties in naming and writing structures of spiro and bicyclic compounds. The case study design was conducted in a constructivist environment to enhance chemistry teacher trainees' ability to construct, represent, and interpret the structural formulae of spiro and bicyclic compounds. Purposive…

Molecules and Computer: Chemistry Calculations in Class (MC[superscript 4]) is a computational laboratory intended for final-year high school or undergraduate students. The topic is the antioxidant potential of anthocyanidins, which is chemically related to their radical scavenging action via the mechanism of hydrogen atom transfer (HAT). This…

Molecular representations that show chemical bonding are ubiquitous in general and organic chemistry. These help in communicating chemistry concepts that are fundamental to understanding "how" and "why" molecules interact. The goal of this dissertation work is to offer an evidence-based report on the affordances and limitations…

A convenient approach to obtain Lewis structures for compounds of the type YX[subscript n] involves first constructing a trial structure that satisfies the valence of the outer atoms (e.g.,1 bond for fluorine, 2 bonds for oxygen, and 3 bonds for nitrogen)and placing the molecular charge (if any) on the central atom. The second step involves…

As a widely applied theory that has found success across many fields, density functional theory (DFT) is largely taught. Typically, the most effective way to convey DFT concepts is through illustrative examples that are currently lacking in available resources. In this work, we demonstrate total energy calculations for H[subscript 2] using…

Education in organic chemistry is highly reliant on molecular representations. Students abstract information from representations to make sense of submicroscopic interactions. This study investigates relationships between differing representations: bond-line structures, ball-and-stick, or electrostatic potential maps (EPMs), and predicting partial…

Valence shell electron pair repulsion theory (VSEPR) as explained in most textbooks predicts that substituents bonded to a central atom in AX[subscript n]E[subscript z][superscript c] species (A = main-group central atom, X = substituent, E = lone pair on central atom, c = charge) will change their X-A-X angles to bend away from the lone pairs.…

A new teaching resource comprised of raw X-ray diffraction data sets from crystallography experiments has been compiled. The aim of this resource is to provide a tool with which to plug the teaching gap between crystals and chemical structures present at various levels of education, as well as providing examples for early stage researchers and…

Approximations can help to orient the student in an organic chemistry laboratory. There the student needs to develop the solvent systems for the reaction and isolation of organic reactants and products. The adage "like dissolves like" helps in this regard, but this approach is vague and entirely qualitative. More quantitative approaches…