A Modified Synthesis of the Insect Repellent DEET
1
Okanagan University-College, Dept. of Chemistry, 3333 College Way, Kelowna, British Columbia V1V 1V7, CANADA
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Publication type: Journal Article
Publication date: 1998-10-01
scimago Q2
wos Q1
SJR: 0.596
CiteScore: 4.7
Impact factor: 2.9
ISSN: 00219584, 19381328
General Chemistry
Education
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.
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GOST
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Knoess P. H., Neeland E. G. A Modified Synthesis of the Insect Repellent DEET // Journal of Chemical Education. 1998. Vol. 75. No. 10. p. 1267.
GOST all authors (up to 50)
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Knoess P. H., Neeland E. G. A Modified Synthesis of the Insect Repellent DEET // Journal of Chemical Education. 1998. Vol. 75. No. 10. p. 1267.
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RIS
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TY - JOUR
DO - 10.1021/ed075p1267
UR - https://doi.org/10.1021/ed075p1267
TI - A Modified Synthesis of the Insect Repellent DEET
T2 - Journal of Chemical Education
AU - Knoess, Peter H
AU - Neeland, Edward G.
PY - 1998
DA - 1998/10/01
PB - American Chemical Society (ACS)
SP - 1267
IS - 10
VL - 75
SN - 0021-9584
SN - 1938-1328
ER -
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BibTex (up to 50 authors)
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@article{1998_Knoess,
author = {Peter H Knoess and Edward G. Neeland},
title = {A Modified Synthesis of the Insect Repellent DEET},
journal = {Journal of Chemical Education},
year = {1998},
volume = {75},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/ed075p1267},
number = {10},
pages = {1267},
doi = {10.1021/ed075p1267}
}
Cite this
MLA
Copy
Knoess, Peter H., and Edward G. Neeland. “A Modified Synthesis of the Insect Repellent DEET.” Journal of Chemical Education, vol. 75, no. 10, Oct. 1998, p. 1267. https://doi.org/10.1021/ed075p1267.