In this two-session experiment for an organic chemistry lab, students prepare a macrocyclic host compound--namely, a pillar[5]arene--by means of a templated 1,4-dimethoxybenzene/formaldehyde cyclo-oligomerization (session 1), and then, they explore its molecular recognition properties toward the 1,8-diaminooctane guest with the aid of [superscript…

One of the most important aspects associated with the modern production of chemicals is sustainability. To teach students and young scientists to design their research in the spirit of "sustainable development," students should be made accustomed to seeking solutions that are not only efficient and cost-effective but also safe and…

High-resolution mass spectrometry (HRMS) is an analytical technique that is typically used by mass spectrometry experts. However, with recent advancements, it is becoming more accessible to students in organic chemistry laboratories. Still, a significant knowledge gap exists between these experts and students. A straightforward laboratory…

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…

Lakes are artists' pigments made from colorants bound to an inert substrate, usually hydrated aluminum oxide. Before the late 19th century, lakes were made from natural pigments extracted from plants and insects, extracted either directly from the dyestuff or indirectly from waste materials generated in the manufacture of dyed textiles. The first…

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…

It is crucial nowadays to predict in a fast and simple manner physical-chemical behaviors like, the size-dependent optical properties of gold nanospheres (Au NSs). The idea behind this experiment is trying to replace (as much as possible) robust and expensive microscopy techniques with UV-vis spectrophotometry and friendly simulations. Students…

Starting with a double replacement reaction in alcohol between Ni(H[subscript 2]O)[subscript 6](NO[subscript 3])[subscript 2] and NaX, students exploit solubility differences to produce a solution of NiX[subscript 2] and a NaNO[subscript 3] precipitate. They then synthesize a bis(N,N-diethylethylenediamine) Ni(II) complex with chloride, bromide,…

A laboratory experiment was designed to provide students with an introduction to byproduct valorization by producing an analogue of biodiesel (fatty acid ethyl esters, FAEE) via lipid extraction and subsequent transesterification from spent coffee grounds (SCG). Valorization is the process of upgrading underutilized or discarded wastes or…

We describe a three-day advanced organic laboratory experience that includes the solid-phase synthesis of an unknown three amino acid polypeptide for junior/senior undergraduate chemistry majors. Students conduct a series of 1D and 2D NMR experiments (HSQC, HMBC, TOCSY) and analyze the data to identify the side chain residues of the peptide and…

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…

In this laboratory teaching experiment, commercial cannabis oils were analyzed by undergraduate organic chemistry students using gas chromatography-mass spectrometry (GC-MS) to investigate three isomeric cannabinoids commonly found in cannabis products: cannabidiol (CBD), [delta][superscript 9]-tetrahydrocannabinol ([delta][superscript 9]-THC),…

In the last decades spectroscopy began to play an essential role in physics education research with the recognition that atomic spectra constitute a good occasion to study the concepts of quantum mechanics. Moreover, activities in which atomic spectra are studied in order to understand star structure and evolution have proved particularly engaging…

In this laboratory experiment, first-semester organic chemistry students use mechanistic reasoning to propose possible outcomes for the reaction of vanillin isobutyrate with a hydride source. The students subsequently run the reaction, isolate the product, and acquire its infrared spectrum. The experiment provides students with the opportunity to…

The pharmaceutical and medicine manufacturing industry has become the largest industrial sector for the employment of chemists, indicating a need for experiments with a pharmaceutical sciences context in the undergraduate chemistry curriculum. In the pharmaceutical industry, testing drug dissolution is a key analytical task for solid oral dosage…