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  Home > JCE Print > Journal of Chemical Education > Issues > 1996  > November  >
In the Laboratory
The Microscale Laboratory
Mini-scale Oxidation/Reduction in Organic Laboratory Course: 4-Nitrobenzaldehyde/ 4-Nitrobenzyl Alcohol
Douglass F. Taber, Yanong Wang, and Sebastian Liehr
Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716
Cover
November 1996
Vol. 73 No. 11
p. 1042
Abstract
Oxidation of an alcohol to the aldehyde or ketone, and corresponding reduction back to the alcohol, are two of the most common transformations of preparative organic chemistry. As such, they have a place in the undergraduate laboratory course. We have found the exercises currently available in laboratory texts to be deficient in several ways: the oxidized products [camphor, cyclohexanone] are volatile and difficult to isolate, and do not visualize on TLC. While camphor is a solid, it is difficult to isolate and crystallize. We have found a much more satisfactory combination in 4-nitrobenzyl alcohol and 4-nitrobenzaldehyde. both are crystalline, neither is volatile, and both are strongly UV-absorbing, so they visualize well on TLC.
More Information
*  Citation
 Taber, Douglass F.; Wang, Yanong; Liehr, Sebastian. J. Chem. Educ. 1996 73 1042.
*  Keywords
 Organic Chemistry
*  History
 Created:
Last Updated:		 August 5, 1999
February 21, 2006
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