One of the greatest challenges in a student's ability to successfully complete reactions in organic chemistry is the ability to differentiate between reactions that have similar structures and proceed through similar reaction mechanisms. Featured in this article is an interleaved reaction review activity called a reaction web. Students are divided…

Often, eye-tracking researchers define areas of interest (AOIs) to analyze eye-tracking data. Although AOIs can be defined with systematic methods, researchers in organic chemistry education eye-tracking research often define them manually, as the semantic composition of the stimulus must be considered. Still, defining appropriate AOIs during data…

Synthesis of (Z)-alkenes is challenging because the (E) stereoisomers are usually more stable. Energy transfer photocatalysis has emerged as an efficient strategy for (E) [right arrow] (Z) alkene isomerization. We report the development of an advanced undergraduate laboratory experiment that introduces students to contemporary organic…

This paper describes a data set of IR, MS, H-1 NMR, C-13 NMR, DEPT, and 2D NMR spectra designed for undergraduate teaching. The data files are provided as MestReNova documents containing all the available spectra for each of the 251 different compounds in the data set. The spectral data in these files can be processed, manipulated, copied, and…

Approximations can help to orient the student in an organic chemistry laboratory. There the student needs to develop the solvent systems for the reaction and isolation of organic reactants and products. The adage "like dissolves like" helps in this regard, but this approach is vague and entirely qualitative. More quantitative approaches…

The helium-plasma (HePI) ionization mass spectrometry method was used to track the formation of reaction products and consumption of reactants by continually monitoring the vapors in the reaction headspace in real time. Two examples of the application procedure are presented here: a nucleophilic acyl substitution reaction and a 1,4-nucleophilic…

The addition of research-focused experiences to undergraduate chemistry laboratory courses has been shown to bolster student learning, enhance student retention in STEM, and improve student self-identity as scientists. In the area of synthetic organic chemistry, the preparation of libraries of compounds with novel optical and electronic properties…

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…

Discussion-based outcomes of organic chemistry laboratory experiments form a powerful tool to create a learning environment, facilitate teamwork, and build scientific skills and analytical ability for undergraduate science students. A Knoevenagel-type condensation reaction was selected to demonstrate these results by taking phenylacetonitrile and…

Tofu, a traditional Chinese food, is now popular worldwide. However, few people notice the chemistry that is involved in its production. To shed light on this, we have designed a simple demonstration for lower-level undergraduates in organic chemistry or biochemistry courses to help them understand the chemistry principles that underlie the…

Laboratory experiments provide training to students in experimental techniques and strengthen the understanding of the theory. Herein, a new introductory experiment for organic chemistry laboratory courses is described where students are trained in washing an unknown neutral organic compound using liquid/liquid extraction, isolating it via…

The analysis of functional groups in organic compounds and inorganic ions in salts is a laboratory experiment that forms an inevitable part of the undergraduate chemistry curriculum in the science field all over the world. With this experiment, the student learns the testing techniques for the chemicals and gets a true sense of the importance of…

A multicomponent reaction was adapted and successfully applied in the major organic course, which involves synthesizing and characterizing a 1,3-benzoxazine derived from paracetamol extracted from tablets of the worldwide well-known medicine Tylenol. Using paracetamol as a reagent is a motivational strategy in undergraduate laboratories to meet…

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…

The imine condensation reaction is commonly addressed in second semester organic chemistry classrooms as imines and their derivatives are found in many pharmaceutical scaffolds and biological and catalytic processes. Despite this, imine condensations are still absent from many organic chemistry laboratory curriculums. The work discussed here…