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  Home > JCE Print > Journal of Chemical Education > Issues > 1996  > June  >
Features
The Microscale Laboratory
Preparation and Properties of a Stable Organic Cation: A Microscale Experiment for Organic Chemistry
K. P. Manfredi and L. A. McGrew
University of Northern Iowa, Cedar Falls, IA 50614
Cover
June 1996
Vol. 73 No. 6
p. A124
Abstract
This article describes the microscale synthesis and characterization of the flavylium cation. It is a suitable experiment for students in the second semester of organic chemistry laboratory. Crossed-Aldol condensation of salicylaldehyde with acetophenone, follwed by acid-catalyzed cyclization, is used to prepare the cation. It is characterized using 13C NMR spectroscopy. Students are assisted in assigning the resonances by the Mulliken charge distribution, obtained by semi-empirical MO calculations using SPARTAN (Wavefunction, Inc.). The cation is isolated as the stable ferrichloride salt.
More Information
*  Citation
 Manfredi, K. P.; McGrew, L. A. J. Chem. Educ. 1996 73 A124.
*  Keywords
*  History
 Created:
Last Updated:		 9/23/1999
5/22/2006
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