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ERIC Number: EJ820747
Record Type: Journal
Publication Date: 2007-Mar
Pages: 4
Abstractor: As Provided
Reference Count: 21
ISBN: N/A
ISSN: ISSN-0021-9584
Nuclear Overhauser Effect Spectroscopy: An Advanced Undergraduate Experiment
Huggins, Michael T.; Billimoria, Freida
Journal of Chemical Education, v84 n3 p471-474 Mar 2007
The stereochemical features of molecules can have far reaching effects in many areas of science including medicinal chemistry, materials chemistry, and supramolecular chemistry. There have been many techniques developed over the years to determine the absolute configuration of alkenes: the R,S configuration of chiral centers and the most stable conformation of molecules. Yet, very few of these techniques are normally taught in an undergraduate chemistry course. Nuclear Overhauser effect (NOE) spectroscopy has become an essential tool in stereochemical analysis, and with the evolution of the NMR spectrometer, it has become increasingly easier to acquire NOE data. As such, an advanced laboratory experiment has been designed that allows students to use NOESY spectroscopy to conduct conformational analysis studies. In this experiment, students prepare a set of compounds used to study both the configuration of a newly formed double bond (E or Z) and the conformation of the molecule. Using a simple procedure, a wide array of target molecules are prepared, usually in excellent yields. In addition to the configuration of the double bond, the target molecules possess only a single degree of rotational freedom thus simplifying the conformational analysis. Thus, each of the target molecules has four significant spatial arrangements: two configurational isomers with two major conformations of each configuration. (Contains 8 figures.)
Division of Chemical Education of the American Chemical Society. Subscription Department, P.O. Box 1267, Bellmawr, NJ 08099-1267. Tel: 800-691-9846; Tel: 856-931-5825; Fax: 856-931-4115; e-mail: jchemed@egpp.com; Web site: http://www.jce.divched.org
Publication Type: Journal Articles; Reports - Research
Education Level: Higher Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A