ERIC Number: EJ925957
Record Type: Journal
Publication Date: 2011-Mar
Pages: 3
Abstractor: As Provided
ISBN: N/A
ISSN: ISSN-0021-9584
EISSN: N/A
Chemoselective Reactions of Citral: Green Syntheses of Natural Perfumes for the Undergraduate Organic Laboratory
Cunningham, Anna D.; Ham, Eun Y.; Vosburg, David A.
Journal of Chemical Education, v88 n3 p322-324 Mar 2011
Chemoselectivity is a central concept in organic synthesis and may be readily appreciated in the context of the fragrant, polyfunctional natural product citral. We describe three single-step reactions students may perform on citral to synthesize other natural perfumes: citronellal, geraniol, nerol, or epoxycitral. Each of the reactions uses a simple catalyst and results in a crude product that may be analyzed directly. Hazards and waste are kept to a minimum. Product characterization may include thin-layer chromatography, NMR and IR spectroscopy, GC-MS, and smell. These reactions are chemoselective, biomimetic, and illustrate several principles of green chemistry. (Contains 3 schemes and 2 notes.)
Descriptors: Science Laboratories, Undergraduate Study, Science Instruction, College Science, Scientific Principles, Organic Chemistry, Science Experiments
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 - Evaluative
Education Level: Higher Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A