8759. Spiromesifen

Nomenclature

CAS number: 283594-90-1
3,3-Dimethyl butanoic acid 2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl ester; 3-(2,4,6-trimethylphenyl)-4-neopentylcarbonyloxy-5,5-tetramethylene-Δ3-dihydrofuran-2-one; BSN-2060; Oberon (Bayer CropSci.).
C23H30O4; mol wt 370.48.
C 74.56%, H 8.16%, O 17.27%.

Description and references

Tetronic acid acaricide and whitefly insecticide for use in cotton, vegetables and ornamentals. Prepn: R. Fischer et al., EP 528156; eidem, US 5262383 (both 1993 to Bayer); see also: U. Wachendorff-Neumann, US 6436988 (2002 to Bayer). Review of properties and activity: R. Nauen et al., BCPC Conf. - Pests Dis. 2002, 39-44. Series of articles on discovery, properties, ecological profile, and field trials: Pflanzenschutz-Nachr. Bayer 58, 307-502 (2005).

Chemical structure

Properties

White solid, mp 98°. d20 1.13. Log P (n-octanol/water): 4.55 (pH 2 and 7.5). Vapor pressure (20°): 7 × 106 Pa. Soly in water: 0.13 mg/ml. LD50 in rats (mg/kg): >2500 orally; >2000 dermally (24 hr); LC50 (4 hr) in rats (mg/m3): >4873 by inhalation (Nauen).

Use

Insecticide.