Deet

Title: Deet
CAS Registry Number: 134-62-3
CAS Name: N,N-Diethyl-3-methylbenzamide
Additional Names: N,N-diethyl-m-toluamide; M-Det; m-DETA
Manufacturers' Codes: ENT-20218
Trademarks: m-Delphene; Detamide; Dieltamid; Flypel; Metadelphene (Hercules); OFF! (SC Johnson); Repel (WPC)
Molecular Formula: C12H17NO
Molecular Weight: 191.27
Percent Composition: C 75.35%, H 8.96%, N 7.32%, O 8.36%
Literature References: Technical deet contains a minimum of 95% meta isomer; commercial formulations contain 11.27-100% deet by weight. Prepn from m-toluoyl chloride and diethylamine in benzene or ether: Maxim, Bull. Soc. Chim. Romania 11, 29 (1929); Chem. Zentralbl. 1929, II, 2324, C.A. 24, 94 (1930); Beilstein 9, II, 325; E. T. McCabe et al., J. Org. Chem. 19, 493 (1954). Repellent activity vs mosquitoes: I. H. Gilbert et al., J. Econ. Entomol. 48, 741 (1955). Toxicity study: A. M. Ambrose et al., Toxicol. Appl. Pharmacol. 1, 97 (1959). Metabolism: L. Blomquist, W. Thorsell, Acta Pharmacol. Toxicol. 41, 235 (1977). Physical, chemical and toxicological properties and insect repellent efficacy: Pesticide Registration Standard - Deet (U.S. EPA 504/RS-81-004, Washington, D.C., 1980) 82 pp. HPLC determn including metabolites: J. M. Yeung, W. G. Taylor, Drug Metab. Dispos. 16, 600 (1988). Comparative study of efficacy vs mosquitoes: M. S. Fradin, J. F. Day, N. Engl. J. Med. 347, 13 (2002). Review of safety: T. G. Osimitz, R. H. Grothaus, J. Am. Mosq. Control Assoc. 11, 274-278 (1995); and pharmacokinetics and formulation: H. Qiu et al., ibid. 14, 12-27 (1998).
Properties: Nearly colorless to amberlike liquid, faint aromatic odor. bp1.0 111°. d25 0.990-1.000. nD25 1.5206. Flash pt, open cup: 311°F (155°C). Partition coefficient (octane/water): 105. Vapor pressure at 25°: 1.67 ´ 10-3 mm Hg. Viscosity at 30°: 13.3 cP. Soly in water at 25°: 9.9 mg/ml. Practically insol in glycerin. Miscibile with ethanol, ether, isopropanol, chloroform, benzene, and carbon disulfide. Hygroscopic. Light sensitive. LD50 orally in male rats (ml/kg): 2.43; in female rats: 1.78; dermally in rabbits: ³3.18. LC50 by inhalation in rats (mg/l): 5.95 (U.S. EPA).
Boiling point: bp1.0 111°
Flash point: Flash pt, open cup: 311°F (155°C)
Index of refraction: nD25 1.5206
Log P: Partition coefficient (octane/water): 105
Density: d25 0.990-1.000
Toxicity data: LD50 orally in male rats (ml/kg): 2.43; in female rats: 1.78; dermally in rabbits: ³3.18; LC50 by inhalation in rats (mg/l): 5.95 (U.S. EPA)
CAUTION: Direct contact may cause eye irritation (U.S. EPA). See also: Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, p 346.
Use: Insect repellent.
Defensins Deferasirox Deferiprone Defibrotide Deflazacort

DEET
DEET.svg
Identifiers
CAS number 134-62-3 YesY
PubChem 4284
ChemSpider 4133 YesY
UNII FB0C1XZV4Y YesY
KEGG D02379 YesY
ChEBI CHEBI:7071 N
ChEMBL CHEMBL1453317 N
ATC code P03BX02,QP53GX01
Jmol-3D images Image 1
Properties
Molecular formula C12H17NO
Molar mass 191.27 g/mol
Density 0.998 g/mL
Melting point −33 °C; −27 °F; 240 K
Boiling point 288-292 °C
Hazards
MSDS External MSDS
EU classification Harmful Xn
R-phrases R23 R24 R25
NFPA 704
NFPA 704.svg
1
2
0
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

N,N-Diethyl-meta-toluamide, abbreviated DEET, is a slightly yellow oil. It is the most common active ingredient in insect repellents. It is intended to be applied to the skin or to clothing, and provides protection against mosquito bites, tick bites, flea bites, chiggers, and many other biting insects.