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ERIC Number: EJ1142011
Record Type: Journal
Publication Date: 2017-May
Pages: 4
Abstractor: As Provided
ISSN: ISSN-0021-9584
Epoxidation with Possibilities: Discovering Stereochemistry in Organic Chemistry via Coupling Constants
Treadwell, Edward M.; Yan, Zhiqing; Xiao, Xiao
Journal of Chemical Education, v94 n5 p640-643 May 2017
A one-day laboratory epoxidation experiment, requiring no purification, is described, wherein the students are given an "unknown" stereoisomer of 3-hexen-1-ol, and use [superscript 1]H NMR coupling constants to determine the stereochemistry of their product. From this they work backward to determine the stereochemistry of their starting alkene.
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:; Web site:
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: Teachers
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A