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  Home > JCE Print > Journal of Chemical Education > Issues > 1998  > October  >
In the Laboratory
A Modified Synthesis of the Insect Repellent DEET
Peter H. Knoess and Edward G. Neeland
Okanagan University-College, Dept. of Chemistry, 3333 College Way, Kelowna, British Columbia V1V 1V7, CANADA
Cover
October 1998
Vol. 75 No. 10
p. 1267
Abstract
In the preparation of the insect repellent DEET, lab procedures prepare the intermediate m-toluoyl chloride by heating m-toluic acid with thionyl chloride for times ranging from 15 to 45 minutes. The acid chloride is then worked up under Schotten-Baumann conditions to yield DEET. In our students' hands, these procedures gave a darkly colored product which was contaminated with an anhydride by-product. We have shown that the m-toluoyl chloride can be prepared at room temperature in 8 minutes and that the eventual DEET product is obtained in excellent yield without the dark coloration or anhydride by-product.
More Information
*  Citation
 Knoess, Peter H.; Neeland, Edward G. J. Chem. Educ. 1998 75 1267.
*  Keywords
 organic chem, synthesis, laboratory instruction
*  History
 Created:
Last Updated:		 June 21, 1999
June 24, 2005
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