TY  - BOOK
AU  - Alexander J  et al ...
TI  -  Updating Dimedone─The Humble Hero of the Organic Laboratory:  (Journal Article)
T2  - American Chemical Society, Volume 100, Issue 8
SN  - 0021-9584
U1  - 540.7 
PY  - 2023///
CY  - USA
PB  - :American Chemical Society
KW  - Synthesis
KW  - Equilibrium Reactions NMR Spectroscopy Hands-On Learning/Manipulatives
KW  - Organic Chemistry Laboratory
KW  - Instruction Second-Year Undergraduate
KW  - Upper-Division Undergraduate
N1  - ***______{For Hard Copy, Please visit Library.}________***
N2  - 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.


UR  - https://pubs.acs.org/doi/epdf/10.1021/acs.jchemed.3c00069
ER  -