A frequent challenge that graduate and undergraduate students in chemistry, biology, and pharmacy laboratories face is accurately assigning proton and carbon peaks in the 1D and 2D Nuclear Magnetic Resonance (NMR) spectra of organic and pharmaceutical molecules. We propose a consistent, step-by-step approach to effectively assist students in…

The concept of using appropriate statistical methods to compare results from a newly proposed analytical method to a standard method can be poorly understood among undergraduate students. We developed a learning activity for an undergraduate analytical chemistry course to provide a practical demonstration of method comparison. The activity…

This work presents a modernized lab module for nitrite analysis using a novel probe, AAC (4-(2-aminophenyl)-7-(diethylamino)-2H-chromen-2-one, C[subscript 19]H[subscript 20]N[subscript 2]O[subscript 2]), offering a safer and more sensitive alternative derived from recent research. The 12-h module follows a three-stage structure (Basic…

An organic chemistry experiment designed for senior undergraduates focuses on bifunctional catalysis, a critical yet often omitted topic at the undergraduate level, but essential for advanced studies in chemistry. By utilization of a tertiary amine-thiourea catalyst in the asymmetric Michael addition reaction, the experiment showcases the…

Stereoselective reduction of ketones to alcohols using baker's yeast is a classic experiment in the undergraduate laboratory. Here we illustrate the reduction of racemic ethyl 2-fluoro-3-oxobutanoate to the corresponding alcohol using a set of four commercially available ketoreductases (KREDs). The reaction sets two stereocenters with four…

Ferrocene is an organometallic compound widely incorporated into undergraduate organic and inorganic chemistry curricula. Traditional laboratory experiments typically involve the Friedel-Crafts acylation of ferrocene to produce acetylferrocene or diacetylferrocene, with a purification method focused on column chromatography. To expand the…

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…

The NMR spectrometer is a commonly used spectroscopic instrument that records resonance frequencies of nuclei present in molecular systems. While the NMR frequencies fall within the radio frequency regime for a given molecular system, they are presented in terms of chemical shifts in the audio frequency regime, thereby having the versatility to be…

Short chain fatty acids (SCFAs) are produced in the gut as a result of microbial action on ingested dietary fiber and have been associated with several health benefits. Herein an undergraduate student experiment that uses gas chromatography equipped with either a flame ionization detector or mass spectrometer for the analysis and quantitation of…

The chemistry of 4d and 4f metals was investigated at the undergraduate level in an effort to incorporate f-element chemistry in the curriculum. This was accomplished through microwave-assisted synthesis of 1,10-phenanthroline (phen) coordination compounds [Eu(phen)(subscript 3)](PF[subscript 6])[subscript 3] and [Ru(phen)(subscript…

Electrophilic aromatic substitution reactions are common in the organic chemistry laboratory. These reactions, while ubiquitous, use corrosive reagents and halogenated or hydrophobic solvents that produce expensive and hazardous waste streams. The carboxylation of phenols (Kolbe-Schmitt reaction), although aqueous, typically involves conditions…

The particle-in-a-box experiment is a well-known method used to teach quantum mechanics concepts in physical chemistry laboratories for undergraduates. The investigation involves measuring the wavelength at maximum absorbance ([lambda subscript max]) of electronic transitions in the UV-vis spectrum and linking it to the box length. As the…

The ability to elucidate the structure of organic compounds from their nuclear magnetic resonance (NMR), infrared (IR), and mass spectrometry (MS) spectra is an essential skill, particularly for those engaged in the fields of synthetic and analytical organic chemistry. Spectral analysis constitutes a fundamental component of the curriculum for all…

NMR prediction using ChemDoodle, NMR calculation with Gaussian, and hands-on data collection using a benchtop NMR spectrometer were explored to assess their synergistic capacity in teaching NMR to organic chemistry students. Nine molecules representing functional groups commonly encountered in undergraduate organic chemistry were selected. Spectra…

This study reports an undergraduate laboratory experiment that explores the temperature-dependent kinetics of caffeine release during tea steeping by using quantitative [superscript 1]H NMR spectroscopy with a water suppression pulse sequence. Designed for introductory organic chemistry laboratory courses, the experiment emphasizes the real-world…