One of the greatest challenges in a student's ability to successfully complete reactions in organic chemistry is the ability to differentiate between reactions that have similar structures and proceed through similar reaction mechanisms. Featured in this article is an interleaved reaction review activity called a reaction web. Students are divided…

Functional group analysis is an essential part of the curriculum for identifying unknown organic compounds. However, traditional methods of analyzing functional groups use excess reagents and generate a large amount of waste material that is difficult to dispose of. This work is focused on alternative methods for detecting functional groups such…

Often, eye-tracking researchers define areas of interest (AOIs) to analyze eye-tracking data. Although AOIs can be defined with systematic methods, researchers in organic chemistry education eye-tracking research often define them manually, as the semantic composition of the stimulus must be considered. Still, defining appropriate AOIs during data…

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…

Organic chemistry is challenging for novices as it involves a large quantity of organic reactions. Effective learning requires not only profound theoretical knowledge but also the ability to reason about causal mechanisms. This study investigated pre-service chemistry teachers' mechanistic reasoning and the implicit cognitive process. Participants…

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…

Though attitude has been linked to student performance in general chemistry, it is under-researched with relation to organic chemistry. The previous research that has been conducted on students' attitudes towards organic chemistry has primarily occurred via quantitative approaches, with a current lack of qualitative approaches used to give robust…

The urea cycle disorder drug glycerol phenylbutyrate (Ravicti) is presently one of the most expensive medications in the United States, with annual costs estimated at $800,000 as of 2023. An expedient synthesis of this orphan drug was successfully adapted for the undergraduate organic chemistry laboratory. Activation of 4-phenylbutyric acid with…

The aim of this study was to elucidate and describe students' thinking about organic chemistry reactions of small versus large drug-like molecules. Thirty-six students enrolled in a Pharmaceutical Organic Chemistry course participated in individual, think-aloud interviews. The interview protocol included questions about five reactions with the…

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…

SSurfactants or surface-active agents are interesting groups of compounds with characteristic structures, allowing them to decrease the surface tension. A surfactant consists of a hydrophilic head and a hydrophobic tail. Typically, surfactant molecules aggregate into micelles at the critical micelle concentration. In this work, the concept of…