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  Home > JCE Print > Journal of Chemical Education > Issues > 2005  > June  >
In the Laboratory
Formation of α-Tetralone by Intramolecular Friedel–Crafts Acylation
Michael S. Holden, R. David Crouch, and Kathryn A. Barker
Department of Chemistry, Dickinson College, Carlisle, PA 17013-2896
Cover
June 2005
Vol. 82 No. 6
p. 934
Abstract
A microscale procedure is described for the formation of the industrially-important compound α-tetralone. This is an example of an intramolecular Friedel–Crafts acylation, utilizing 4-phenylbutanoic acid and a proton source. The title reaction demonstrates the concept of ring-forming reactions and highlights the use of carboxylic acids as an electrophile precursor in electrophilic aromatic substitution reactions.
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*  Contents JCE2005p0934W.doc (Microsoft Word)
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*  Citation
 Holden, Michael S.; Crouch, R. David; Barker, Kathryn A. J. Chem. Educ. 2005 82 934.
*  Keywords
 Aromatic Compounds; Carboxylic Acids; Hands-On Learning / Manipulatives; IR Spectroscopy; Laboratory Instruction; Microscale Lab; NMR Spectroscopy; Organic Chemistry; Second-Year Undergraduate; Synthesis
*  History
 Created:
Last Updated:		 April 27, 2005
May 6, 2005
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