Synthesis of N,N-Diethyl-3-Methylbenzamide (DEET): Two Ways to the Same Goal

Autor/inn/en	Habeck, Jean Christophe; Diop, Lamine; Dickman, Michael
Titel	Synthesis of N,N-Diethyl-3-Methylbenzamide (DEET): Two Ways to the Same Goal
Quelle	In: Journal of Chemical Education, 87 (2010) 5, S.528-529 (2 Seiten)Infoseite zur Zeitschrift PDF als Volltext Verfügbarkeit
Sprache	englisch
Dokumenttyp	gedruckt; online; Zeitschriftenaufsatz
ISSN	0021-9584
DOI	10.1021/ed800169h
Schlagwörter	Organic Chemistry; Science Instruction; Diseases; Health Promotion; Scientific Concepts; College Science; Science Laboratories; Undergraduate Study; Science Process Skills + Suchen Sie Ihr Suchwort? Organische Chemie; Teaching of science; Science education; Natural sciences Lessons; Naturwissenschaftlicher Unterricht; Disease; Krankheit; Gesundheitsfürsorge; Gesundheitshilfe; Reihenuntersuchung; Grundstudium
Abstract	The laboratory synthesis of N,N-diethyl-3-methylbenzamide (DEET) is an effective way to combine organic chemistry teaching with a student's day-to-day life outside the classroom. Interest in DEET as a mosquito repellent has been heightened because of the rise of the West Nile virus across much of North America (1). To take advantage of the increased awareness of DEET, the authors took another look at its preparation, which commonly is carried out by reacting carboxylic acid with thionyl chloride (SOCl[subscript 2]) followed by aqueous condensation with an amine to give the amide. The goal was to develop a different route to DEET to give beginner chemistry students a deeper appreciation of the flexibility of organic chemistry synthesis. It was found that m-toluic acid is converted easily and quickly in two different ways to the product DEET, thereby enabling students to observe firsthand that a given compound can be transformed in a variety of ways to the same final product. (Contains 1 table and 2 schemes.) (ERIC).
Anmerkungen	Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Erfasst von	ERIC (Education Resources Information Center), Washington, DC
Update	2017/4/10