Electrochemical Alcohol Oxidation: An Accessible Electrosynthesis Experiment for Sophomore-Level Organic Chemistry

Abstract

In an effort to include electrosynthesis within the organic chemistry curriculum, we have developed an accessible undergraduate laboratory experiment for electrochemical alcohol oxidation for use in sophomore-level organic chemistry courses. The activity employs a 4-acetamido-TEMPO-catalyzed oxidation of 1-phenylethanol using an undivided cell with current supplied by AA batteries, eliminating the need for specialized electrochemical instrumentation. The experiment is conducted in aqueous buffer and can be completed within a standard 3–4 h laboratory period. The laboratory module was implemented across three institutions with a total of 81 students, achieving an average conversion of 80%, demonstrating both its reproducibility and adaptability in diverse instructional settings. Student learning was assessed through laboratory reports, instructor observation, and pre- and postlaboratory quizzes. Students successfully performed electrochemical reactions, analyzed products using 1H NMR spectroscopy, and determined percent conversion. Quiz results showed measurable improvement in student understanding of redox processes and electrode-specific reactions. An optional extension incorporating substituted substrates enables exploration of structure–reactivity relationships and identification of unknown compounds, further expanding the pedagogical scope of the experiment. Overall, this work provides a low-cost, scalable, and adaptable framework for introducing electrosynthesis and sustainable chemical practices into the undergraduate organic chemistry laboratory curriculum.