In response to the call for an increased emphasis from the American Chemical Society on including macromolecular studies in the undergraduate curriculum, a supramolecular-themed experiment was designed for undergraduate-level organic laboratory courses that provides a convenient platform to study physical behaviors of supramolecular assemblies.…

The chemistry of metal-organic frameworks (MOFs), a new class of emerging crystalline porous solids with three-dimensional (3D) networks composed of metals and multidentate organic molecules, was introduced by using three differently shaped crystals. We reported new and mild MOF synthesis methods that are simple and devised to be performed in high…

The VSEPR model has well-established limitations in its ability to represent accurate molecular and electronic geometries of simple molecules, which can create a significant need for students to relearn structure and bonding concepts in organic chemistry. We present an alternate method for describing molecular geometries and electronic structures…

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…

Social distancing during the COVID-19 pandemic presents mental health and academic obstacles for students. As mental health can strongly influence academic performance, addressing the loss of community by transitioning to distance education, midsemester, is imperative. This work draws upon the community and wellness benefits associated with online…

Carbon nanomaterials have promising utility in chemical sensing including applications in preserving occupational safety, monitoring of environmental pollution, and human health. While recent advances in device fabrication and molecular design of functional materials have enabled rapid fabrication of chemical sensors from carbon nanomaterials,…

The coupling of a student experiment involving the preparation and use of a catalyst for the asymmetric epoxidation of an alkene with computational simulations of various properties of the resulting epoxide is set out in the form of a software toolbox from which students select appropriate components. At the core of these are the computational…

A homology modeling laboratory experiment has been developed for an introductory molecular modeling course for upper-division undergraduate chemistry students. With this experiment, students gain practical experience in homology model preparation and assessment as well as in protein visualization using the educational version of PyMOL…

Imagistic reasoning appears to be a critical strategy for learning and problem solving in the sciences, particularly chemistry; however, little is known about how students use imagistic reasoning on genuine assessment tasks in chemistry. The present study employed a think-aloud protocol to explore when and how students use imagistic reasoning for…

In recent years, postsecondary instructors have recognized the potential of wikis to transform the way students learn in a collaborative environment. However, few instructors have embraced in-depth student use of chemistry software for the creation of interactive chemistry content on the Web. Using currently available software, students are able…

The pedagogical value of having biochemistry and organic chemistry students build and manipulate physical models of chemical species is well established in the literature. Nevertheless, for the most part, the use of molecular models is generally limited to several laboratory exercises or to demonstrations in the classroom setting. A simple…

Substituted cycloalkanes with one branch illustrating each topic in an instructional unit can serve as summaries or reviews in courses of organic chemistry. The hungry Zen master told the hot dog vendor to make him one with everything. You can do the same for your students.

Ascorbic acid (vitamin C) is an essential nutrient, whose metabolic roles depend on its function as a reducing agent. Textbooks routinely assign its oxidized form, dehydroascorbic acid, a tricarbonyl structure that is highly improbable in aqueous solution and inconsistent with its colorless appearance. The actual structures of the various forms of…

There are significant contradictions in undergraduate organic chemistry textbooks as to the mechanism of nucleophilic substitution reactions at saturated secondary carbons. Some texts say that only the S[subscript N]2 mechanism operates, others say that solvolysis reactions go entirely by the S[subscript N]1 mechanism, while most texts say that…

A major approach for implementing green chemistry is the discovery and development of synthetic strategies that reduce the quantity of solvent needed, eliminate it altogether, or rely on new reaction media. An increasing number of examples have demonstrated that greener reaction solvents or media can enhance performance as well as reduce hazard.…