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…

A straightforward protocol for the preparation of the colorful and air-stable diphenyl ditelluride is described. In one laboratory session, students isolate their product and characterize it via melting point determination, mass spectrometry, and NMR spectroscopy ([superscript 1]H, [superscript 13]C­{[superscript 1]H}, and [superscript…

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…

We present the design of a periscope-type VIS spectrometer for educational purposes that combines strong features from various earlier designs and adds new ones. Three 3D-printed pieces that hold a small thin mirror sheet, a 1/8th wedge of a DVD, and two razor blades are easily assembled and facilitate insight into its construction. A new feature…

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…

The autumnal leaf color change is a familiar phenomenon to most students living in temperate climate zones. The extraction and analysis of the pigments of the autumn leaves provide an engaging way to study the phenomenon utilizing both simple as well as more sophisticated analytical methods. In this laboratory experiment, students extract the red…

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…