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…

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…

A fast, operationally simple, and reproducible synthetic protocol for anthraquinone dyes (AQDs), suitable for upper-division undergraduate industrial and organic chemistry laboratory courses, has been developed. This experiment is composed of three stages; the first step deals with the synthesis of AQDs, followed by a purification step, and…

Plant-derived natural products are an important source of potential medicines and continue to have a major impact on the drug discovery process. Natural product discovery assignments provide an opportunity to present various experimental techniques to undergraduate students in introductory medicinal chemistry. This assignment was developed to…

The spectrophotometric determination of the percent composition of an aspirin tablet is a common first-year, general chemistry undergraduate laboratory procedure. The experiment requires that a known amount of pure acetylsalicylic acid be quantitatively converted into the soluble disodium salicylic acid that is further reacted with excess…

Nuclear magnetic resonance (NMR) spectroscopy is an indispensable technique in the organic chemistry laboratory for elucidation of molecular structure. Miniaturization of NMR technology has attracted attention and acceptance due to a considerable reduction in the cost to acquire and maintain the instrument. The advent of low-field, low-cost, and…

Interdisciplinary experiments within chemistry are very important for the improvements in the overall quality of the education received by students. In this work, we describe an interdisciplinary experiment that was successfully completed by undergraduate students. This training integrates multiple disciplines including natural product medicinal…

This paper introduces hands-on curricular modules integrated with research in atmospheric ice nucleation, which is an important phenomenon potentially influencing global climate change. The primary goal of this work is to promote meaningful laboratory exercises to enhance the competence of students in the fields of science, technology,…

A smartphone-based digital imaging method has been successfully introduced in an undergraduate laboratory class to quantify fluoride ions in water. Students first synthesized the chemosensor (E)-2-(1-(6-nitro-2-oxo-2H-chromen-3-yl)ethylidene)-N-phenylhydrazine-1-carbothioamide (CT) via an eco-friendly and green microwave-assisted protocol and…

Williamson ether experiments are commonly performed by students in undergraduate organic chemistry instructional laboratory courses. In this multioutcome experiment, students were provided 4-bromophenol and one of three alkyl halides: 1-bromopentane, 1-bromobutane, or 1-bromo-3-methylbutane. The alkyl halides served as the unknown component of the…

The ability of students to perform quantitative analysis is a fundamental aspect of analytical chemistry courses and laboratories. In this laboratory experiment, students quantitatively analyze both liquid and solid samples through the use of internal standard calibration and ATR-FTIR spectroscopy. Using a problem-based approach to selecting their…