Recent advances in laboratory automation and digitization require a teaching strategy for undergraduate students that is inclusive of skills in these areas so that students can be prepared to work within the modern laboratory. Future scientists will need training in coding, microcontrollers, on-demand manufacturing, and robotics. With this in…

An activity is described in which students in the first semester of a two semester organic chemistry laboratory class are introduced to the use of SciFinder. Students are required to determine the structures of three compounds as well as additional information regarding the synthesis of one of them using some of the features available in SciFinder.

An experimental protocol that provides an excellent way to discuss concepts at the crossroads of organic chemistry and biochemistry employing biocatalysis is presented. By evaluating several reaction parameters (enzyme source, organic solvent, and acyl donor), it was possible to conduct an enzymatic kinetic resolution experiment using…

Social distancing during the COVID-19 pandemic presents mental health and academic obstacles for students. As mental health can strongly influence academic performance, addressing the loss of community by transitioning to distance education, midsemester, is imperative. This work draws upon the community and wellness benefits associated with online…

A green, aza-Michael reaction is described that can be used to teach undergraduate students conjugate addition of nitrogen nucleophile to an a,ß-unsaturated ester. Students analyze spectral data of the product obtained from the assigned reaction to determine product structure and propose the mechanism of its formation. The experiment requires…

A laboratory exercise was devised that allows students to rapidly and fairly accurately determine the iodine value of oleic acid. This method utilizes the addition of elemental bromine to the unsaturated bonds in oleic acid, due to bromine's relatively fast reaction rate compared to that of the traditional Wijs solution method. This method also…

Two introductory organic chemistry laboratory experiments are described based on the Diels-Alder reaction of 2,3,4,5-tetraphenylcyclopentadienone, which is synthesized prior to or in a one-pot reaction, with styrene. Students are presented with three possible products, the "endo" and "exo" diastereomers and the decarbonylated…

In this experiment, students carry out a modern organocatalytic reaction using IMes·HCl and NaOH to catalyze the formation of 1,3,4-triphenylcyclopentene from cinnamaldehyde and chalcone in water. Deprotonation of IMes·HCl with NaOH forms the "N"-heterocyclic carbene IMes that reacts with cinnamaldehyde to form a homoenolate equivalent…

A homology modeling laboratory experiment has been developed for an introductory molecular modeling course for upper-division undergraduate chemistry students. With this experiment, students gain practical experience in homology model preparation and assessment as well as in protein visualization using the educational version of PyMOL…

To address third- and fourth-year chemistry students' difficulties with the challenge of interpreting [superscript 1]H NMR spectra, a problem solving-cooperative learning technique was incorporated in a Spectra of Organic Compounds course. Using this approach helped students deepen their understanding of the basics of [superscript 1]H NMR…

Suggests that most students approach organic chemistry classes with a certain amount of apprehension and try to just manage or memorize the material rather than understand it. Recommends the use of Bloom's taxonomy as a way to increase comprehension and gives an example of how to use it in an organic chemistry classroom. (SOE)

Presents two demonstrations involving organic electrolytes, strong electrolytes versus weak electrolytes and weak electrolytes versus nonelectrolytes. (KHR)

Describes a method to compare diffusion rates of selected amines to that of HCl. Provides an opportunity to introduce simple organic compounds early in the general chemistry curriculum and can be used to test Graham's Law for several different molar masses. (JRH)

Outlines the object-process approach to designing and analyzing studyware in organic chemistry. Object-process diagrams are used to visualize the relationships between objects and processes within a system. (Author/MKR)

The facile, high yielding synthesis of phenylsuccinamic acids is described and one of these syntheses, the reaction of phenylsuccinic anhydride with tert-butylamine, is successfully modified and adapted for use in the second-semester organic chemistry laboratory at St. John's University. Succinamic acids are compounds that contain both the amide…