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ERIC Number: EJ925956
Record Type: Journal
Publication Date: 2011-Mar
Pages: 3
Abstractor: As Provided
Reference Count: 26
ISBN: N/A
ISSN: ISSN-0021-9584
Green Synthesis of a Fluorescent Natural Product
Young, Douglas M.; Welker, Jacob J. C.; Doxsee, Kenneth M.
Journal of Chemical Education, v88 n3 p319-321 Mar 2011
Synthesis of 4-methylumbelliferone via the acid-catalyzed Pechmann condensation introduces students to several types of organic reactions: transesterification, electrophilic aromatic substitution, and alcohol dehydration. Performed with a recyclable, solid catalyst and under solvent-free conditions, the experiment illustrates many of the principles of green chemistry and additionally illustrates the potential of green chemistry to yield not only safety and environmental benefits, but positive economic impacts as well. With high regioselectivity, complex yet interpretable IR and [superscript 1]H NMR spectra, and unusual pH-dependent fluorescence, the synthesis of 4-methylumbelliferone provides a rich learning platform. (Contains 2 schemes and 3 figures.)
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
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A