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…

In this second-semester organic chemistry lab experiment, students work collaboratively using a combination of chemical synthesis and NMR spectroscopy to investigate the diastereoselectivity associated with the Meerwein-Ponndorf-Verley (MPV) reduction of two ketone substrates having carbonyl groups flanked by an [alpha]-chiral carbon with…

Infrared (IR) spectra of biologically derived materials display distinct absorption bands correlating to individual macromolecules: protein, polysaccharide, lipid, and nucleic acids. A series of experiments aimed at teaching qualitative bioorganic spectroscopy using attenuated total reflectance (ATR) Fourier transform infrared (IR) with biological…

This laboratory experiment aims to provide undergraduate students with research experience in water treatment by membrane separation. This experiment includes fabrication and characterization, as well as water treatment applications of the interfacially polymerized polyester nanofiltration membranes. Through participating in this experimental…

Here we showcase an undergraduate teaching laboratory in which students synthesize and characterize colloidal nanoparticles of organic semiconductors and assess their suitability for applications in printed electronics such as solar cells and bioelectronics. Scanning electron microscopy, UV-visible spectroscopy, and photoluminescence spectroscopy…

The pharmacologically active lignans sesamin and sesamolin are minor components of sesame oil and ingredients in OTC dietary supplement capsules. We report an introductory undergraduate organic laboratory experiment combining natural product isolation and spectral analysis in which students isolate a mixture of sesamin and sesamolin by either (1)…

This study highlights the importance of incorporating modern mass spectrometry techniques into undergraduate education. By focusing on the structure-characterizing capability of MS, students are able to gain hands-on experience with cutting-edge techniques and better understand how MS can be used to solve real-world problems. The three-step lipid…

Chemistry undergraduate curricula typically place Nuclear Magnetic Resonance (NMR) lectures under either Organic Chemistry or Spectroscopy courses, aiming for students to acquire basic knowledge for the determination of the structure of simple organic compounds. On the other hand, regarding laboratory practice, NMR is frequently disregarded by…

In this paper, we present a concise and technique-heavy route to the synthesis of dimedone for a second-year organic chemistry curriculum. Our preparation of dimedone guides students through a Michael addition followed by a Dieckmann cyclization, basic ester hydrolysis, and thermal decarboxylation, while allowing time for mechanistic discussion…

The synthesis of a [2]rotaxane through three- or five-component coupling reactions has been adapted to an organic chemistry experiment for upper-division students. The experimental procedure addresses the search for the most favorable reaction conditions for the synthesis of the interlocked compound, which is obtained in a yield of up to 71%.…

This communication describes an updated experiment of peptide synthesis, involving determination of the loading capacity of a Fmoc-protected amino functionalized resin using UV-vis spectroscopy and a subsequent synthesis of a dipeptide in order to exemplify the experimental solid-phase synthesis procedure as an alternative technique in organic…

This report describes a laboratory experiment for an undergraduate-level inorganic chemistry or biochemistry course involving the study of the kinetics of the catecholase activity of a synthetic nickel­(II)-oximate complex. A model substrate, 3,5-di-tert-butylcatechol(DBC), undergoes aerobic oxidation to 3,5-di-tert-butylbenzoquinone (DBQ) in the…

In both general chemistry and analytical chemistry courses, students are introduced to the concept of predominant species in solution when discussing acid/base chemistry. Speciation diagrams are often used to illustrate the concept and predict the relative abundance of species in solution. Herein, we describe a laboratory experiment for an…

Recently, topical products advertising cannabinoid ingredients have gained popularity. Consumers are seeing an increase of commercial products containing ingredients from hemp oil to cannabidiol (CBD) due to health benefit claims. Cosmetic products containing cannabinoids are currently not regulated at the federal level. A laboratory experiment…

We here propose a simple and fast hands-on activity requiring limited equipment, to introduce students of various levels (bachelor's or high school) and backgrounds (from science to arts) to the chemistry of color. The different colors of stained glass are replicated through the deposition, on ordinary glass slides, of silica coatings colored by…