01576nam a22002657a 4500 20231116101256.0 231020b ||||| |||| 00| 0 eng d 0021-9584 RIEBPL Library 540.7 Alexander J et al ... Updating Dimedone─The Humble Hero of the Organic Laboratory (Journal Article) USA :American Chemical Society August 2023 3025-3028 P. American Chemical Society, Volume 100, Issue 8 ***______{For Hard Copy, Please visit Library.}________*** Abstract In this paper, we present a concise and technique-heavy route to the synthesis of dimedone for a second-year organic chemistry curriculum. Our preparation of dimedone guides students through a Michael addition followed by a Dieckmann cyclization, basic ester hydrolysis, and thermal decarboxylation, while allowing time for mechanistic discussion and analysis of the product. The wide variety of techniques covered led this to be a pedagogically diverse experiment. This task is thoroughly tested and suitable for a 6 hour laboratory class (with a 1 hour lunch break) or two 3 hour stand-alone sessions. Synthesis Equilibrium Reactions NMR Spectroscopy Hands-On Learning/Manipulatives Organic Chemistry Laboratory Instruction Second-Year Undergraduate Upper-Division Undergraduate https://pubs.acs.org/doi/epdf/10.1021/acs.jchemed.3c00069 PER 0 0 0 0 RIEBPL RIEBPL 2023-11-16 0 540.7 2023-11-16 00:00:00 2023-11-16 PER 44881 44880