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%.…

Metabolic Control Analysis (MCA) is a systems biology approach that measures the control of a metabolic step on the overall flux of a metabolic pathway. In undergraduate courses in biochemistry, learning of MCA can be encouraged by experimental activities demonstrating practical applications of the MCA theory. In this work, we present a laboratory…

An integrated and research-focused laboratory experiment is developed to introduce the "antenna effect" occurring in luminescent lanthanide complexes to students. Students synthesized a lanthanide metal-organic framework (Ln-MOF) with the formula of [Eu(BTPCA)(H O)]·2DMF·nH[Subscript 2]O (Eu-BTPCA, H[subscript 3]BTPCA =…

During the coronavirus pandemic, there have been significant challenges in the remote teaching and demonstration of experiments, especially those that require laboratory testing equipment. With a desire to give students a feel for our materials laboratory on open days and allow them to gain a deeper understanding of what materials science and…

An experiment for the undergraduate organic chemistry laboratory involving a method for the isolation of eugenol from cloves has been developed. The experiment employs microwave-assisted extraction (MAE) of the essential oil from whole cloves using aqueous ethanol and the subsequent isolation of eugenol by acid-base extraction. The MAE allows for…

This laboratory experiment, designed for undergraduate nonmajors or advanced high school students, attempts to demystify the technique of spectrophotometry by utilizing a hands-on, real-world approach. Modification of the reaction for the formation of Fe[(bpy)[subscript 3]][subscript 2+] allows students to interact with vitamin C, a compound with…

This laboratory experiment employs an innovative approach to introduce undergraduates to liquid chromatography-tandem mass spectrometry (LC-MS/MS) by developing a method based on multiple reaction monitoring (MRM). During this qualitative investigation, students operated a triple quadrupole mass spectrometer in the MS scan and product ion scan…

An undergraduate experiment for the organic laboratory is described that utilizes microwave heating to prepare 5- substituted 1H-tetrazole derivatives through a (3 + 2) cycloaddition between aryl nitriles and sodium azide. The reaction mixture is analyzed by thin layer chromatography. The products are purified through an acid-base extraction and…

An experiment exploring the chemistry of the carbonyl group for the one-step synthesis of "trans"-4,5- dibenzylaminocyclopent-2-enone is described. The reaction of furfural and dibenzylamine in the environmentally friendly solvent ethanol and catalyzed by the Lewis acid ErCl[subscript 3]·6H[subscript 2]O afforded the product in high…

Gas chromatography-mass spectrometry (GC-MS) and GC-tandem MS (GC-MS/MS) are useful in many separation and characterization procedures. GC-MS is now a common tool in industry and research, and increasingly, GC-MS/MS is applied to the measurement of trace components in complex mixtures. This report describes an upper-level undergraduate experiment…

Volatile compounds from polymeric materials such as weatherstripping were identified by solid-phase microextraction (SPME), a solvent-free analytical method, coupled to gas chromatography-mass spectrometry (GC-MS). These compounds, originating from additives and fillers used in weatherstripping processing, were mostly polycyclic aromatic…

Esters are volatile and pleasantly smelling compounds, commonly used as food additives. Using Ti(OBu)[subscript 4]-catalyzed acyl exchange, we demonstrate a scent transmutation experiment, in which two fragrant esters swap their acyl and alkoxy substituents and are, during the course of a reactive distillation, quantitatively converted into two…

Variable temperature NMR spectroscopy is used to determine the ?H° and ?S° of hydrogen bond formation in a simple diamide. In this two- or three-day experiment, students synthesize N,N'-dimethylmalonamide, dimethylsuccinamide, dimethylglutaramide, or dimethyladipamide from methylamine and the corresponding diester (typically in 50% recrystallized…

An innovative first- and second-year laboratory course sequence is described. The goal of the instructional model is to introduce chemistry and biochemistry majors to the process of research participation earlier in their academic training. To achieve that goal, the instructional model incorporates significant hands-on experiences with chemical…

Beer's law is an ideal technique that works only in certain situations. A method for dealing with more complex conditions needs to be integrated into the analytical chemistry curriculum. For that reason, the capabilities and limitations of two common chemometric algorithms, classical least squares (CLS) and principal component regression (PCR),…