Practice examinations developed at the ACS Examinations Institute ask students to self-report mental effort when answering items. This self-reported mental effort together with performance can be represented in the form of a cognitive efficiency graph for each student giving information on the utilization of cognitive resources and content…

Applying the idea of green chemistry, we extended an esterification teaching experiment with isoamyl alcohol and acetic acid and reused isoamyl acetate in the transesterification reaction with KOH as the catalyst. As a result, isoamyl alcohol was produced and could be reused for the teaching experiment. The simplified experimental method achieved…

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…

Resonance is a crucial concept in Organic Chemistry that enables both deriving chemical properties from molecular structures and predicting reactions by considering electron density distribution. Despite its importance for problem-solving and learning success, learners encounter various difficulties with this concept. Although prior research…

The Brønsted-Lowry acid-base model is fundamental when discussing acid and base strength in organic chemistry as many of the reactions include a competing proton transfer reaction. This model requires evaluating chemical stability "via" a consideration of electronic granularity. The purpose of this study is to identify students' mental…

While elimination reactions are ubiquitous in organic chemistry textbooks, their implementation in undergraduate laboratories still suffers from a lack of reliable and easy setup procedures. This paper describes an easy-to-implement set of elimination experiments in the pentanol and bromopentane series using a modified Hickman distillation head.…

Electrophilic aromatic substitution reactions are common in the organic chemistry laboratory. These reactions, while ubiquitous, use corrosive reagents and halogenated or hydrophobic solvents that produce expensive and hazardous waste streams. The carboxylation of phenols (Kolbe-Schmitt reaction), although aqueous, typically involves conditions…

Oxidation number (ON) is taught as an electron-counting concept for redox reactions in chemistry curriculum. The molecular formula method, the Lewis formula method, and the structural formula method have all been used to determine ON. However, the task of assigning ON still poses problems for some teachers and students. This paper explores a new…

A central practice in the discipline of organic chemistry is the ability to solve certain fundamental problems, including predicting reactivity, proposing mechanisms, and designing syntheses. These problems are encountered frequently by both students and practitioners, who need to utilize vast amounts of content knowledge in specific ways to…

Metal organic frameworks (MOFs) can have open pore structures with high surface areas and applications in hydrogen storage, carbon dioxide capture, water harvesting from air, chemical separations, and catalysis. The chemical structure of these crystalline solids can initially appear daunting. Simplification by considering the arrangement of the…

Spectroscopic characterization of molecules is typically reinforced in the organic chemistry teaching laboratory via the analysis of reaction products by NMR and IR, and initial coverage of these topics can include experiments involving the identification of unknown compounds. To combine the unknown identification component with common laboratory…

Science, technology, engineering, and mathematics (STEM) courses are considered to be challenging for students and may present unique challenges for each domain. This study addresses a gap in the research literature by investigating the challenges students face in general and organic chemistry lecture courses. Students provided information…

A discovery-based experiment for the synthesis of arylpropiolic acids via carboxylation of arylacetylenic Grignard reagents was developed. This experiment shows the "dual utility" of Grignard reagents. In the synthesis of arylpropiolic acids reported here, we have demonstrated the use of a Grignard reagent as a base in a "Grignard…

Research shows that there are multiple benefits to giving college students oral rather than written exams. However, studies that examine, describe, and differentiate how students view their oral exams were never found in a literature search. The purpose of this study was to use Q methodology [Q] to describe the divergent student views about taking…