Picaridin
Title: Picaridin
CAS Registry Number: 119515-38-7
CAS Name: 2-(2-Hydroxyethyl)-1-piperidinecarboxylic acid 1-methylpropyl ester
Additional Names: icaridin; 1-methylpropyl 2-(2-hydroxyethyl)piperidine-1-carboxylate; hydroxyethyl isobutyl piperidine carboxylate; KBR 3023
Trademarks: Bayrepel (Bayer)
Molecular Formula: C12H23NO3
Molecular Weight: 229.32
Percent Composition: C 62.85%, H 10.11%, N 6.11%, O 20.93%
Literature References: Acts on certain olfactory receptor cell types to reduce the activating or attracting effect of odor sources. Prepn: B.-W. Krüger et al., EP 289842; eidem, US 4900834 (1988, 1990 both to Bayer). Synthesis and mode of action: J. Boeckh et al., Pestic. Sci. 48, 359 (1996). Field trials in mosquito repellency: H. H. Yap et al., J. Vector Ecol. 23, 62 (1998); A. Badolo et al., Trop. Med. Int. Health 9, 330 (2004). Physical, chemical and toxicological properties: WHO Interim Specification for Icaridin (WHO/IS/TC/668/2001) 16 pp. MS characterization: T. P. Knepper, J. Chromatogr. A 1046, 159 (2004).
Properties: Colorless, nearly odorless liquid. mp <-170°. bp1013 hPa 280°. d20 1.07. nD20 1.4717. Flash pt: 142°C. Log P (octanol/water) at 20°: 2.11 (unbuffered), 2.23 (pH 4-9). Vapor pressure (hPa): 3.4´10-4 at 20°; 5.9´10-4 at 25°; 7.1´10-3 at 50°. Soly at 20° (g/l): water 8.2 (pH 4-9), 8.6 (unbuffered); acetone 7250. Viscosity at 20°: 135.5 mPa s. LD50 in rats (mg/kg): 4743 orally; >2000 dermally (Yap). LC50 in rainbow trout (96 hr): 173 mg/l; in bobwhite quail (5 day diet): >5000 ppm a.i. in diet (WHO).
Melting point: mp <-170°
Boiling point: bp1013 hPa 280°
Flash point: Flash pt: 142°C
Index of refraction: nD20 1.4717
Log P: Log P (octanol/water) at 20°: 2.11 (unbuffered), 2.23 (pH 4-9)
Density: d20 1.07
Toxicity data: LD50 in rats (mg/kg): 4743 orally; >2000 dermally (Yap); LC50 in rainbow trout (96 hr): 173 mg/l; in bobwhite quail (5 day diet): >5000 ppm a.i. in diet (WHO).
Use: Insect repellent.

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