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  Home > JCE Print > Journal of Chemical Education > Issues > 1999  > May  >
In the Laboratory
Employing NMR Spectroscopy To Evaluate Transmission of Electronic Effects in 4-Substituted Chalcones
Nanette Wachter-Jurcsak
Department of Chemistry, Hofstra University, Hempstead, NY 11550

Hossein Zamani
Roosevelt High School, Roosevelt, NY 11575

Cover
May 1999
Vol. 76 No. 5
p. 653
Abstract
Described is an organic synthesis experiment that demonstrates the electronic transmission by substituents. The effect of substitution at the para-position of the styryl ring of 1,3-diphenyl-2-propenones (chalcones) by typical electron-donating or -accepting groups can be observed by proton and carbon-13 NMR spectroscopy. A linear correlation is observed when the differences in chemical shift measurements for H are plotted against the corresponding Hammett substituent constant values. Good correlation between carbon-13 chemical shifts of the alpha carbon are also observed. The syntheses of the 4-substituted chalcones is presented as well as a brief discussion of the theory.
More Information
*  Citation
 Wachter-Jurcsak, Nanette; Zamani, Hossein. J. Chem. Educ. 1999 76 653.
*  Keywords
 Organic Chemistry; Laboratory Instruction; NMR Spectrometry; Synthesis; Organic Synthesis; aldol condensation; substituent effects
*  History
 Created:
Last Updated:		 June 11, 1999
June 23, 2005
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