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  Home > JCE Print > Journal of Chemical Education > Issues > 1997  > January  >
In the Laboratory
A -78°C Sequential Michael Addition for the Organic Lab
Michael W. Tanis
Department of Chemistry, Eastern College, St. Davids, PA 19087
Cover
January 1997
Vol. 74 No. 1
p. 112
Abstract
Organic reactions that require very cold temperatures (-78 oC) are routinely carried out in the research laboratory, but rarely (if ever) have such reactions been a part of the teaching laboratory. This is an unfortunate shortcoming, because students are always interested in an experiment that involves dry ice! The novelty of using a dry ice/isopropanol bath provides welcome variety from the usual mix-and-heat experiments of the organic laboratory course. Reactions at cold temperatures probably have been avoided in the teaching lab for two reasons: (i) usually the reactions require highly reactive compounds that raise safety concerns; (ii) the additional equipment that would be required for cold-temperature manipulations is thought to be too costly and to require skills beyond those of undergraduate students. This paper introduces a cold-temperature enolate alkylation reaction that can be performed safely and inexpensively by undergraduate students in approximately two 3-hour lab sessions.
More Information
*  Citation
 Tanis, Michael W. J. Chem. Educ. 1997 74 112.
*  Keywords
*  History
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Last Updated:		 July 29, 1999
June 23, 2005
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