Generation, Isolation, and Characterization of a Stable Enol from Grignard Addition to a Bis-Ester: A Microscale Experiment for the Undergraduate Organic Chemistry Laboratory.

Nicaise, Olivier J. C.; Ostrom, Kyle F.; Dalke, Brent J.

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Peer reviewed

ERIC Number: EJ726107

Record Type: Journal

Publication Date: 2005-Jul-1

Pages: 6

Abstractor: Author

ISBN: N/A

ISSN: ISSN-0021-9584

EISSN: N/A

Generation, Isolation, and Characterization of a Stable Enol from Grignard Addition to a Bis-Ester: A Microscale Experiment for the Undergraduate Organic Chemistry Laboratory

Nicaise, Olivier J. C.; Ostrom, Kyle F.; Dalke, Brent J.

Journal of Chemical Education, v82 n7 p1059-1064 Jul 2005

An experiment is described that introduces students to the concept of temperature-dependent stability of the tetrahedral intermediate in an acyl-transfer reaction. The process involves the determination of the structure of an alpha-ketoester and its corresponding remarkably stable enol ester to suggest a mechanism for the formation of the products.

Descriptors: Organic Chemistry, Undergraduate Study, Higher Education, College Science, Science Experiments, Science Education, Thermodynamics

Journal of Chemical Education, Subscription Department, P.O. Box 1267, Bellmawr, NJ 08099-1267. Web site: http://jchemed.chem.wisc.edu/AboutJCE/contact.html.

Publication Type: Journal Articles; Reports - Descriptive

Education Level: Higher Education

Audience: N/A

Language: English

Sponsor: N/A

Authoring Institution: N/A

Grant or Contract Numbers: N/A

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