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…

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…

A multioutcome, discovery-based column (CC) and thin layer chromatography (TLC) experiment has been designed for introductory organic chemistry. Multiple outcomes were established using commercially available two- and three-component analgesic medications based on acetaminophen, acetylsalicylic acid (aspirin), and ibuprofen. A series of 11…

Discussions of the primary literature are an important part of undergraduate education, and much work has been done to develop methods of integrating the literature into the curriculum. Examples include individual single-article discussion activities, literature-based courses, and regular journal club events. While many published examples focus on…

A series of distinctive gap-fill activities were designed to provide practice and test students' knowledge in retrosynthetic analysis. Developed and tested during the COVID-19 pandemic, the activities allow students to work through authentic multistep syntheses of various organic target molecules. Students were asked to identify appropriate RSA…

Water and an immiscible organic liquid are placed in a small plastic bottle. Ten small pieces of a notecard which is shaded on one side by crayon or pencil (graphite or colored) are cut out and placed inside the bottle. After capping and shaking, the notecard pieces float at the liquid-liquid interface with the shaded side facing the nonpolar…

A straightforward protocol for the preparation of the colorful and air-stable diphenyl ditelluride is described. In one laboratory session, students isolate their product and characterize it via melting point determination, mass spectrometry, and NMR spectroscopy ([superscript 1]H, [superscript 13]C­{[superscript 1]H}, and [superscript…

We present two simple classroom exercises designed to explain challenging concepts in conformation for students beginning organic chemistry. These macroscopic demonstrations serve as analogies to bridge students' understanding of flat two-dimensional drawings to real three-dimensional molecules. In the first demonstration, an apple is drawn from…

The basics of organic chemistry nomenclature were introduced in a laboratory organized in a nonformal environment such as a science festival. The laboratory, divided into three distinct but interconnected activities, was aimed not only at secondary school students but also at lay people. The intent was to explain the importance of associating a…

In undergraduate chemistry curricula that include computational modeling, students may gain first-hand experience in both introductory and advanced applications of this technique. However, although students can be exposed to the predictive power of computational work, its capabilities are often limited to determining the intrinsic properties of…

The fundamental structure of a typical mainstream two-semester organic chemistry course, populated mostly by life science majors and taught at universities throughout the United States, has changed little since the 1970s. However, much of the research on learning in organic chemistry has been devoted to characterizing student difficulties of…

One of the challenges that science teachers face is the lack of strategy/method to train students in data collection and developing analytical skills, which are pre-requisites to resolve socio-scientific problems and an important element in scientific literacy. In this activity, the SWOT analysis proposed by the Stanford Research Institute in the…

This sixth-form chemistry activity describes how students can use acid-base titrimetry to investigate how adding salt to the aqueous phase may change the value of the partition coefficient of an organic acid between water and 2-methylpropan-1-ol. While the presence of lithium chloride and sodium chloride increases the value of the partition…

An easily constructed and inexpensive polarimeter with an optical rotation angle resolution of about 0.5° is presented. It is made from small pieces of polarizing film, 2 LEDs, a protractor, and a few wires, all held in place with plastic interlocking toy bricks, such as Lego bricks. The instrument was used to demonstrate the optical rotation of…

An experiment for the synthesis of N-acyl derivatives of natural amino acids has been developed as part of the Distributed Drug Discovery (D3) program. Students use solid-phase synthesis techniques to complete a three-step, combinatorial synthesis of six products, which are analyzed using LC-MS and NMR spectroscopy. This protocol is suitable for…