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 .

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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.



0021-9584

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Synthesis
Equilibrium Reactions NMR Spectroscopy Hands-On Learning/Manipulatives
Organic Chemistry Laboratory
Instruction Second-Year Undergraduate
Upper-Division Undergraduate

540.7