title: A Research Module for the Organic Chemistry Laboratory: Multistep Synthesis of a Fluorous Dye Molecule.
abstract: A multi-session research-like module has been developed for use in the undergraduate organic teaching laboratory curriculum. Students are tasked with planning and executing the synthesis of a novel fluorous dye molecule and using it to explore a fluorous affinity chromatography separation technique, which is the first implementation of this technique in a teaching laboratory. Key elements of the project include gradually introducing students to the use of the chemical literature to facilitate their searching, as well as deliberate constraints designed to force them to think critically about reaction design and optimization in organic chemistry. The project also introduces students to some advanced laboratory practices such as Schlenk techniques, degassing of reaction mixtures, affinity chromatography, and microwave-assisted chemistry. This provides students a teaching laboratory experience that closely mirrors authentic synthetic organic chemistry practice in laboratories throughout the world.
authors: Department of Chemistry, Iowa State University , Ames, Iowa 50010, United States ; Department of Chemistry, University of Evansville , Evansville, Indiana 47722, United States.
authors: Michael C
authors: MC
authors: Slade
authors: Department of Chemistry, Iowa State University , Ames, Iowa 50010, United States ; Department of Chemistry, University of South Florida , Tampa, Florida 33620, United States.
authors: Jeffrey R
authors: JR
authors: Raker
authors: Department of Chemistry, Iowa State University , Ames, Iowa 50010, United States.
authors: Brandon
authors: B
authors: Kobilka
authors: Department of Chemistry, Iowa State University , Ames, Iowa 50010, United States ; Department of Chemistry, Indiana University , Bloomington, Indiana 47405, United States.
authors: Nicola L B
authors: NL
authors: Pohl
keywords: Chromatography; Dyes/Pigments; Green Chemistry; Hands-On Learning/Manipulatives; Laboratory Equipment/Apparatus; Laboratory Instruction; Organic Chemistry; Second-Year Undergraduate; Synthesis; Undergraduate Research