The [2 + 2] photocycloaddition reaction of olefins is an effective, atom-economical approach to produce cyclobutane compounds in organic synthetic chemistry, and they usually exhibit high regioselectivity and stereoselectivity. Here we devised a solid-state [2 + 2] photocycloaddition experiment that introduces senior undergraduate students with…

In this laboratory experiment, first-semester organic chemistry students use mechanistic reasoning to propose possible outcomes for the reaction of vanillin isobutyrate with a hydride source. The students subsequently run the reaction, isolate the product, and acquire its infrared spectrum. The experiment provides students with the opportunity to…

Integrating new synthetic methods and experimental techniques from the latest research reports into undergraduate laboratory experiments is of great significance, as it enables students to learn the cutting-edge technology of organic chemistry and cultivates their experimental skills and innovative thinking. In this study, an experiment on their…

A multioutcome, guided inquiry-based liquid--liquid extraction (LLE) experiment has been designed for introductory organic chemistry. Multiple outcomes were established by identifying a series of red and blue dyes that are (1) soluble in organic solvent, (2) soluble in aqueous solution, or (3) soluble in either the organic or aqueous layers by…

This modular, open-framework capstone course delves deeply into the synthesis, separation, and characterization of chiral molecules while teaching critical thinking and writing skills in a research-like setting within a fertile area for discovery. This course has evolved over 30 years and has been in its present form for 5 years at the time of…

A course is described where students are engaged in an inquiry-based quarter-long research project to synthesize a known pharmaceutical target. Students use literature search engines, such as Reaxys and SciFinder, and the primary chemical literature as resources to plan and perform the synthesis of their pharmaceutical target. Through this…

Developing scientific reasoning (SR) is a central goal of science-teacher education worldwide. On a fine-grained level, SR competency can be subdivided into at least six skills: "formulating research questions," "generating hypotheses," "planning experiments," "observing and measuring," "preparing data…

This experiment was designed to help students improve the critical thinking skills that are required to analyze and discuss the results of an organic chemistry experiment in an effective manner. The initial objective indicated in the prelab handout for this puzzle experiment was the synthesis of methyl 4-bromobenzoate using the Fischer…