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…

A new experiment for use in introductory nanotechnology courses is described. This experiment allows students to fabricate metallic wires with microscale lateral dimensions and nanoscale vertical dimensions. Fabrication occurs in the capillaries of polydimethylsiloxane (PDMS) stamps modified with hydrophilic polymers. This experiment provides…

A set of inexpensive and pedagogically rich experiments focusing on S[subscript N]1, E1, and E2 reactions have been updated to include modern computational and spectroscopic analyses. The S[subscript N]1 experiment involves treatment of "tert"-amyl alcohol with hydrochloric acid to generate the corresponding alkyl chloride, which is used…

A laboratory experiment that involves the synthesis, characterization, and application exploration of a metal-organic framework (MOF) has been developed for first-year undergraduates in the Faculty of Engineering at National University of Singapore. The desired MOF material was prepared from commercially available reagents in a facile…

Biodiesel is an important biomass, largely employed in the transport sector and produced from vegetable oils. Additionally, waste cooking oils may be reused to produce biodiesel fuel, minimizing environmental pollution. A laboratory experiment that affords a widespread way to discuss degradation concepts and tools for used vegetable oil…

Carbohydrates are an essential group of molecules to the organic chemistry classroom providing molecular relevance to a common ingredient in chemical biology. While the meticulous elucidation of the carbohydrate structures by Fischer and others is an engaging topic in the lecture, there are few laboratory experiments that can emulate carbohydrate…

A continuous flow photopinacol coupling of benzophenone has been developed and implemented in the undergraduate laboratory. This photoreduction was accomplished using 2-propanol as an H atom donor and cosolvent in the reaction. The simple and inexpensive UV light source and flow reactor design (less than $350/photochemical flow system) provide an…

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…

An undergraduate organic chemistry experiment has been developed that features asymmetric synthesis of an enantioenriched secondary alcohol, followed by determination of its absolute configuration using the competing enantioselective conversion (CEC) method. Students are given a ketone and an unknown enantiomer of CBS (Corey-Bakshi-Shibata)…

In this communication, we describe five at-home laboratory experiments and demonstrations that complement a semester-long analytical chemistry curriculum. The experiments were successfully carried out by remote undergraduate students enrolled in a hybrid analytical chemistry course during the COVID-19 pandemic. Students used their personal…

A method to synthesize biaryls through the Suzuki-Miyaura cross-coupling reaction using a recyclable fluorous precatalyst is described. This laboratory experiment, which demonstrates the safety benefits of green chemistry, is integrated into an upper-division course. Besides simply using the catalyst for a reaction, students can reuse the catalyst…

[superscript 1]H NMR spectroscopy is a molecular characterization technique that is ubiquitously used in research and teaching laboratories alike. Strategic deuteration of molecules is a commonly employed technique in the deconvolution of [superscript 1]H NMR signals. Here this approach is applied in a second-year chemistry course in which…

A fluorometer is a device that measures the spectroscopic properties of fluorescent materials, and fluorometry is used widely in chemistry research settings to characterize fluorescent samples. One of the obstacles faced by undergraduate programs looking to implement fluorometer-based experiments into their laboratory curriculum is the high cost…

In this guided-inquiry lesson, students were tasked with determining the efficacy of an at-home drinking water filter at removing lead (Pb) from tap water using graphite furnace atomic absorption spectroscopy by determining the concentration of lead before and after filtration. The lesson was structured to allow students to choose and perform…

A newly developed laboratory learning program for high school chemistry courses is discussed, in which students discover the chemical mechanism governing exothermic phenomena during the reaction between a heating agent, namely, calcium oxide (CaO)--aluminum (Al) mixture, and water. Based on prior knowledge of simple heating agents such as CaO, the…