Previous research on student argumentation in the chemistry laboratory has emphasized the evaluation of argument quality or the characterization of argument structure (i.e., claims, evidence, rationale). In spite of this progress, little is known about the impact of the wide array of factors that impact students' argumentation in the undergraduate…

Three different experiments that allow the synthesis of the drug paracetamol are described; such experiments were designed for their implementation in undergraduate organic chemistry courses, considering the medical and economic importance of paracetamol. The experience wants to show the students some "real world" applications of organic…

The benzoin condensation of benzaldehyde is a staple of the undergraduate organic chemistry laboratory, introducing the current topic of nucleophilic carbene organocatalysis. Our procedure makes notable improvements to current practice, including the elimination of solvent waste and an "18-fold reduction of reaction time." We have…

An undergraduate teaching laboratory experiment involving a continuous flow, bleach-mediated oxidation of aldehydes under biphasic conditions was developed that allowed students to explore concepts of mixing or mass transport, solvent sustainability, biphasic reactions, phase transfer catalysis, and continuous flow chemistry.

The different reactivities between 1°, 2°, and 3° butyl chlorides by the unimolecular nucleophilic substitution (S[subscript N]1) mechanism were easily observed at 60 °C by a solvolysis reaction in ethanol with ether formation. The hydrogen ion from the byproduct HCl reacted with an acid--base indicator such as methyl red to induce a color change.…

Reported herein is a multidisciplinary laboratory experiment for advanced undergraduate students that includes elements of material synthesis, in the synthesis of cyclodextrin-containing metal-organic frameworks (CD-MOFs), and environmental chemistry, in the use of these MOFs for pollutant removal. This multiday laboratory experiment starts with…

A one-pot regio- and stereoselective synthesis of a dipyrromethane and a bis(indolyl)methane based on two consecutive reactions of nitrosoalkenes with pyrrole or indole, respectively, is described as an experiment to be carried out by upper-division undergraduate students in a laboratory classroom. Importantly, the ability of electrophilic…

Catalysis and catalytic cycles are widely used in both research and industry. The addition of a catalysis experiment into the undergraduate laboratory curriculum is important and necessary training to expand student learning. Here, an experiment demonstrating iron-based tandem catalysis was developed and implemented in an organic chemistry course…

To remain globally competitive, education in the United States must focus on retaining students in science, technology, engineering, and mathematics (STEM). As laboratory courses have the potential to be powerful attractors or deterrents to a field, developing effective laboratory pedagogies is important to retain students in STEM. A course-based…

The synthesis of 4-amino-3-nitrobenzoic acid methyl ester is a simple Fischer esterification reaction designed as an experiment for use in an introductory organic chemistry course. The compound was synthesized as a one-pot reaction within 30 min to 16 h, with 1 h producing a workable yield. The bright-yellow solid was purified using liquid--liquid…

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…

An inquiry-based learning approach was implemented into comprehensive organic chemistry experiments focusing on the formation process of N-phenylbenzamide from the reaction between N-benzylideneaniline and benzoyl peroxide in commercial dimethyl sulfoxide. Students conducted comparative experiments using alternative reagents or reaction conditions…

Course-based Undergraduate Research Experiences (CUREs) are a pedagogical model where a traditional undergraduate course is transformed into a research-intensive course, offering an alternative pathway to research for undergraduate students. Given the novel learning context of CUREs, there is a need to understand the learning that occurs and the…

A national survey on chemistry instructional laboratories was administered to faculty members at four-year postsecondary institutions in the United States for the purpose of exploring levels of inquiry-based instruction implemented in laboratory courses. Respondents were asked to rate the level of choice their students had in deciding six key…

An advanced undergraduate organic chemistry laboratory experiment involving a rhodium-catalyzed intermolecular hydrocarbon C-H oxidation reaction is described. In the initial phase of this lab, students conduct a C-H amination reaction of ethylbenzene and isolate a benzylic amine product. In the second part of the lab, competition experiments are…