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  Home > JCE Print > Journal of Chemical Education > Issues > 2000  > April  >
In the Laboratory
The Microscale Laboratory
Reaction of Dibenzoylethylene with Hydriodic Acid
Fred H. Greenberg
Department of Chemistry, SUNY College at Buffalo, Buffalo, NY 14222
Cover
April 2000
Vol. 77 No. 4
p. 505
Abstract
An experiment for the sophomore organic course is described in which dibenzoylethylene is treated with hydriodic acid in acetone at room temperature to obtain dibenzoylethane rather than the expected dibenzoyliodoethane. Advantages are a short reaction time, 1-2 min, and a nearly quantitative yield before purification. Students identify the product by the use of NMR and IR spectra and are given a nonpictorial representation of a mechanism and asked to supply the structures of the relevant intermediates.
Supplement
The 13C NMR spectra of dibenzoylethane and dibenzoylethylene are available.
*  Contents
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*  Citation
 Greenberg, Fred H. J. Chem. Educ. 2000 77 505.
*  Keywords
 Laboratory Instruction; Microscale; Organic Chemistry; Synthesis; NMR Spectrometry; IR Spectroscopy; Organic Synthesis
*  History
 Created:
Last Updated:		 March 2, 2000
August 31, 2005
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