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  Home > JCE Print > Journal of Chemical Education > Issues > 2006  > February  >
In the Laboratory
The Microscale Laboratory
Convenient Microscale Synthesis of a Coumarin Laser Dye Analog
Evangelos Aktoudianakis and Andrew P. Dicks
Department of Chemistry, University of Toronto, Toronto, Ontario M5S 3H6, Canada
Cover
February 2006
Vol. 83 No. 2
p. 287
Abstract
The expeditious Knoevenagel synthesis of 3-acetyl-7-(diethylamino)-2H-1-benzopyran-2-one, a fluorescent coumarin laser dye analog, is described. This experiment is suitable for inclusion in mid-level undergraduate organic chemistry laboratories. The synthesis highlights the efficiency, safety, and time effectiveness of microscale chemistry while stressing fundamental reaction mechanisms and analytical techniques to students. The coumarin product affords informative proton NMR, infrared, UV–visible, and fluorescence spectra that introduce and reinforce essential concepts such as molecular light absorption and emission.
Supplement
Instructions for the students, notes for the instructor, and spectroscopic information are available.
*  Contents JCE2006p0287W.doc (Microsoft Word)
*  Download
JCE2006p0287W.pdf

JCE2006p0287W.zip
More Information
*  Citation
 Aktoudianakis, Evangelos; Dicks, Andrew P. J. Chem. Educ. 2006 83 287.
*  Keywords
 Aromatic Compounds; Fluorescence Spectroscopy; Hands-On Learning / Manipulatives; IR Spectroscopy; Laboratory Instruction; Microscale Lab; NMR Spectroscopy; Organic Chemistry; Second-Year Undergraduate; Synthesis; Upper-Division Undergraduate; UV-Vis Spectroscopy
*  History
 Created:
Last Updated:		 1/5/2006
1/9/2006
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