Rapid development in the field of reticular chemistry has allowed scientists ever-increasing control over the design and synthesis of crystalline porous materials. The promise that this field has in the development of next-generation materials for numerous applications (gas storage and separation, catalysis, chemical sensing, electronics) relies…

In this organic chemistry laboratory experiment, students are guided through a series of exercises to understand the behavior of compounds during liquid-liquid extraction. Aspects of density, structure, solubility, acid-base theory, and pK[subscript a] are all incorporated into activities that students complete in groups. After using their initial…

A simple and inexpensive paper chromatography experiment that separates and identifies major organic acids in wine and fruit juices has been developed for introductory organic undergraduate students to teach the basics of chromatography. This experiment reinforces several concepts for students such as compound separation via extraction and…

This experiment introduces undergraduate organic chemistry students to analysis and interpretation of Fourier transform infrared (FTIR) spectra through characterization of postconsumer plastics. Students use FTIR spectra to identify and differentiate the common recyclable polymer resins #1-6: polyethylene terephthalate (PETE), polyethylene (HDPE…

In the sciences, the laboratory is one of the most impactful spaces for student learning, engagement, and experience. Prior knowledge gleaned during lecture and laboratory discussion (i.e., a course section designed to further emphasize conceptual content underlying experiments and inform students about laboratory procedures or safety precautions)…

A laboratory experiment was developed for the continuous flow preparation of an aminal derived from the condensation of furfural with morpholine. The experiment introduces the students to concepts of green chemistry, heterogeneous catalysis, and continuous flow. A cheap and easy setup allows the heterogeneous catalyst reactor to be built in class.…

Research-based pedagogy was implemented to enhance high school students' learning outcomes in basic organic chemistry. Flipped learning and structured peer work have been offered to grade 10 students(N = 12) during the course with appropriate classroom facilities, supervised by two facilitators. The preclass and in-class activities were designed…

Fluency in both the construction and interpretation of molecular structures is a critical learning objective in the second-year organic chemistry curriculum. With the introduction of PerkinElmer's ChemDraw structure drawing tool into undergraduate laboratory courses, students are challenged to develop fundamental molecular drawing skills using…

Due to a growing awareness of environmental issues, green chemistry concepts are increasingly being incorporated into the undergraduate organic chemistry lecture and laboratory component. This minireview summarizes environmentally friendly organic chemistry experiments suitable for undergraduate laboratories. Whenever feasible, LD[subscript 50]…

This two-part laboratory experiment is concerned with investigating key aspects of the Suzuki-- Miyaura cross-coupling reaction. The first part of this experiment utilizes high-throughput experimentation techniques to reinforce, explore, and extend fundamental concepts that are presented in the classroom. In contrast, the second part employs…

Iodonium zwitterions are hypervalent iodine compounds in which the iodine center binds to two substituents and carries a positive formal charge which is compensated by a negative charge within the same molecule. Under thermodynamic conditions, iodonium zwitterion sallow concerted nucleophilic aromatic substitutions to be performed, followed by…

The effects of kinetic vs thermodynamic control on "endo"/"exo" stereoisomer ratios can be observed in a simple Diels-Alder reaction between "N"-phenylmaleimide and furan. The use of microwave-promoted synthesis affords the cycloadducts in yields ranging from 65-100%, employing reaction times of 1-10 min at…

A pedagogically useful undergraduate organic-chemistry-laboratory experiment has been developed that involves the synthesis of two structurally simple, achiral "O,O"- and "N,N"-acetal substrates with no stereocenters. The experiment introduces students to a "new" and more effective variant of classical acetal…

An undergraduate organic chemistry laboratory that provides an introduction to various spectroscopic techniques is reported. Whereas organic spectroscopy is most often learned and practiced in the context of reaction analyses, this laboratory experiment allows students to become comfortable with [superscript 1]H NMR, [superscript 13]C NMR, and IR…

A simple, inexpensive, discovery-based experiment for undergraduate organic laboratories has been developed that demonstrates the Lewis acid and shape-selective properties of zeolites. Calcined zeolite Na-Y promotes the electrophilic aromatic bromination of toluene with a significantly higher para/ortho ratio than observed under conventional…