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Updating Dimedone─The Humble Hero of the Organic Laboratory (Journal Article)

By:

Alexander J et al

Material type: Text

TextSeries: American Chemical Society, Volume 100, Issue 8Publication details: USA :American Chemical Society August 2023Description: 3025-3028 PISSN:

0021-9584

Subject(s):

DDC classification:

540.7

Online resources:

Click here to access online

Contents:

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Summary: 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.

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Holdings
Item type	Current library	Call number	Status	Date due	Barcode
Periodicals	RIE BPL Library	540.7 (Browse shelf(Opens below))	Not for loan

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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.

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Updating Dimedone─The Humble Hero of the Organic Laboratory (Journal Article)

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