Virtual reality (VR) lab experiences for organic chemistry were developed at NC State University as an accessibility tool for students who are unable to attend in-person laboratories due to disabilities, attendance challenges such as pregnancy or military deployment, or safety concerns. The resulting first-person VR experiences are immersive and…

The ACS Guidelines for bachelor's degrees in chemistry call for the curriculum to include polymer chemistry principles and the synthesis of different classes of macromolecules. Organic chemistry can provide an important introduction to polymer chemistry principles, and photochemically induced radical polymerization is one method for generating…

The Reaction Coordinate Diagram Inventory (RCDI) has been developed to measure student thinking and confidence with reaction coordinate diagrams (RCDs) and their correspondence to reaction mechanisms. The RCDI was designed using a sequential mixed-methods protocol, such that the questions and distractors in the instrument were generated based on…

Thirty-six students enrolled in Organic Chemistry II participated in individual, semistructured, think-aloud interviews about the factors that contribute to the stability and reactivity of organic species in the context of unimolecular and bimolecular nucleophilic substitution and elimination reactions. The students were provided with the…

The purpose of this study was to analyze organic chemistry students' annotations of reaction coordinate diagrams to better understand how they sought connections between reactions and reaction coordinate diagrams. Thirty-six students enrolled in Organic Chemistry II participated in semistructured, think-aloud interviews that asked students to…

The purpose of this study was to elucidate and describe students' thinking when making connections between substitution and elimination reactions and their corresponding reaction coordinate diagrams. Thirty-six students enrolled in organic chemistry II participated in individual, semi-structured interviews. Three major themes were identified that…

Organic chemistry students struggle with understanding the energetics of chemical reactions. Reaction coordinate diagrams are one tool that is widely used in organic chemistry classrooms to assist students with visualizing and explaining the energy changes that take place throughout a reaction. Thirty-six students enrolled in organic chemistry II…

Although stereochemistry is an important topic in second-year undergraduate organic chemistry, there are limited options for laboratory activities that allow direct visualization of macroscopic chiral phenomena. A novel, guided-inquiry experiment was developed that allows students to explore chirality in the context of cholesteric liquid crystals.…

Organic chemistry students struggle with multiple aspects of reaction mechanisms and the curved arrow notation used by organic chemists. Many faculty believe that an understanding of nucleophiles and electrophiles, among other concepts, is required before students can develop fluency with the electronpushing formalism (EPF). An expert concept map…

A variety of fruits and vegetables, including raspberries, blueberries, Concord grapes, blackberries, strawberries, peaches, eggplant, red cabbage, and red onions, contain flavonoid compounds known as anthocyanins that are responsible for the blue-red color and the astringent taste associated with such foods. In addition, anthocyanins exhibit a…

Organic chemistry students struggle with reaction mechanisms and the electron-pushing formalism (EPF) used by practicing organic chemists. Faculty have identified an understanding of nucleophiles and electrophiles as one conceptual prerequisite to mastery of the EPF, but little is known about organic chemistry students' knowledge of nucleophiles…

Research on laboratory learning points to the need to better understand what and how students learn in the undergraduate chemistry laboratory. The Meaningful Learning in the Laboratory Instrument (MLLI) was administered to general and organic chemistry students from 15 colleges and universities across the United States in order to measure the…

Most organic chemistry reactions occur by a mechanism that includes acid-base chemistry, so it is important that students develop and learn to use correct conceptions of acids and acid strength. Recent studies have described undergraduate organic chemistry students' cognitive resources related to the Brønsted-Lowry acid model and the Lewis acid…

The Assimilation Theory of Ausubel and Novak has typically been used in the research literature to describe two extremes to learning chemistry: meaningful learning "versus" rote memorization. It is unlikely, however, that such discrete categories of learning exist. Rote and meaningful learning, rather, are endpoints along a continuum of…

Thermotropic liquid crystal phases are ordered fluids found, for some molecules, at intermediate temperatures between the crystal and liquid states. Although technologically important, these materials typically receive little attention in the undergraduate curriculum. Here, we describe a laboratory activity for introductory organic chemistry…