NotesFAQContact Us
Search Tips
Peer reviewed Peer reviewed
Direct linkDirect link
ERIC Number: EJ827392
Record Type: Journal
Publication Date: 2008-Jun
Pages: 3
Abstractor: As Provided
Reference Count: 19
ISSN: ISSN-0021-9584
Acid-Catalyzed Enolization of [beta]-Tetralone
Dewprashad, Brahmadeo; Nesturi, Anthony; Urena, Joel
Journal of Chemical Education, v85 n6 p829-831 Jun 2008
This experiment allows students to use [to the first power]H NMR to directly compare the relative initial rates of substitution of the benzylic and non-benzylic [alpha] hydrogens of [beta]-tetralone and correlate their findings with the predictions made by resonance theory. The experiment demonstrates that the benzylic hydrogens undergo [alpha] substitution much faster than the non-benzylic hydrogens. The described experiment can be used in the introductory two-semester organic chemistry course sequence to make the concepts of enolization and resonance concrete. (Contains 2 schemes and 2 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:; Web site:
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Identifiers - Location: New York