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  Home > JCE Print > Journal of Chemical Education > Issues > 2004  > December  >
In the Laboratory
Green Chemistry
Solvent-Free Conversion of α-Naphthaldehyde to 1-Naphthoic Acid and 1-Naphthalenemethanol: Application of the Cannizzaro Reaction
John J. Esteb, Keith M. Gligorich, Stacy A. O'Reilly, and Jeremy M. Richter
Clowes Department of Chemistry, Butler University, Indianapolis, IN 46208
Cover
December 2004
Vol. 81 No. 12
p. 1794
Abstract
The Cannizzaro reaction is routinely covered in organic textbooks, but owing to the shortage of suitable procedures for the undergraduate teaching laboratory, this reaction is seldom performed in a first-year organic chemistry class. In this experiment, powdered potassium hydroxide and α-naphthaldehyde are heated under solvent-free conditions to produce 1-naphthoic acid and 1-naphthalenemethanol in 86% and 79% yields, respectively. The solvent-free nature of this procedure greatly reduces the quantity of waste generated by students relative to the typical solvent-based method of preparation.
Supplement
Instructions for the students and notes for the instructor are available.
*  Contents JCE2004p1794W.doc (Microsoft Word)
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*  Citation
 Esteb, John J.; Gligorich, Keith M.; O'Reilly, Stacy A.; Richter, Jeremy M. J. Chem. Educ. 2004 81 1794.
*  Keywords
 Green Chemistry; Laboratory Instruction; Organic Chemistry; Organic Synthesis
*  History
 Created:
Last Updated:		 November 1, 2004
November 9, 2004
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