Updating Dimedone--The Humble Hero of the Organic Laboratory

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Title: Updating Dimedone--The Humble Hero of the Organic Laboratory
Language: English
Authors: Alexander J. Wright, Dave Colclough, Hazel Harris, Stefano C. G. Biagini (ORCID 0000-0002-4713-5127)
Source: Journal of Chemical Education. 2023 100(8):3025-3028.
Availability: Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Peer Reviewed: Y
Page Count: 4
Publication Date: 2023
Document Type: Journal Articles
Reports - Descriptive
Education Level: Higher Education
Postsecondary Education
Descriptors: Science Instruction, Science Laboratories, Organic Chemistry, Undergraduate Study, College Science, Spectroscopy, Hands on Science, Science Experiments, Laboratory Experiments
ISSN: 0021-9584
1938-1328
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.
Abstractor: As Provided
Entry Date: 2024
Accession Number: EJ1444500
Database: ERIC
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  Data: 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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        Type: general
      – SubjectFull: Science Laboratories
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      – SubjectFull: Science Experiments
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      – TitleFull: Updating Dimedone--The Humble Hero of the Organic Laboratory
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