Experiments that explore quantum principles while utilizing and reinforcing previous synthesis skills are excellent for engaging students and promoting the interconnected nature of chemistry. This experiment utilizes sophomore-level organic synthesis techniques to have students produce their own "meso" substituted porphyrins. The UV-vis…

Quinacridone red and violet are visually different colors, an observation confirmed by their visible reflectance spectra and CIE L*a*b* coordinates. However, their IR spectra are extremely similar. Though chemically identical, the two quinacridones are polymorphs. In this experiment, designed for and tested by nonscience majors, the pigments are…

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…

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…

Benzoin, an [alpha]-hydroxy ketone, is stereoselectively reduced by sodium borohydride to yield hydrobenzoin, the stereochemistry of which is determined by acetalization and analysis of the derivative by NMR spectroscopy. This classical experiment has been enhanced by modern spectroscopic and computational analysis to enable students to…

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…

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…

Spin crossover (SCO) materials that switch between two different spin states, that is, the high spin (HS) and the low spin (LS) state, with very different optical, magnetic, and structural properties offer a unique platform to understand the consequences induced by the different electronic configurations of transition metal complexes. Due to the…

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,…

NMR spectroscopy is a powerful spectroscopic tool that not only allows the determination of structures after synthesis, as usually explained to students of Organic Chemistry, but also is useful in many other fields such as medicine imaging, real-time industrial processes, material sciences, or metabolomics. In this experiment, students performed a…

The principles of process-oriented guided inquiry learning (POGIL) are applied to the analysis of the emission spectrum of atomic hydrogen. Over the course of three learning cycles, students construct the hydrogen atom's energy level diagram and assign quantum numbers using their measurements of the Balmer series plus additional information on the…

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…

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),…

This manuscript introduces a novel General Chemistry experiment designed to incorporate modern instrumental methods and bioinspired materials in the context of marine environments and sustainability. The experiment explores the influence of collagen on the formation of calcium carbonate (CaCO[subscript 3]) polymorphs over two 2 h lab sessions,…