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  Home > JCE Print > Journal of Chemical Education > Issues > 2002  > August  >
In the Laboratory
1H NMR Measurement of the Trans–Cis Photoisomerization of Cinnamic Acid Derivatives
Basil Danylec and Magdy N. Iskander
Department of Medicinal Chemistry, Victorian College of Pharmacy, Monash University 381 Royal Parade, Parkville, Victoria 3052, Australia

Cover
August 2002
Vol. 79 No. 8
p. 1000

Abstract
1H NMR spectroscopy was used to follow the course of the photochemical conversion of methyl p-hydroxy-trans-cinnamate to the thermodynamically less stable cis isomer. Integration of the new olefinic cis proton doublet (5.66 ppm, J = 12.9 Hz), which was then compared to the trans isomer (6.15 ppm, J = 15.9 Hz), allowed the determination of the relative amounts of these two isomers.
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*  Citation
Danylec, Basil; Iskander, Magdy N. J. Chem. Educ. 2002 79 1000.
*  Keywords
NMR Spectrometry; Photochemistry; photoisomerization and cinnamic acid derivatives*; Stereochemistry
*  History
Created:
Last Updated:
July 23, 2002
March 16, 2005
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