Fungicide

NOMENCLATURE

Common name azoxystrobin (BSI, pa ISO)

IUPAC name methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate 

Chemical Abstracts name methyl (E)-2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-a-(methoxymethylene)benzeneacetate 

CAS RN [131860-33-8] formerly [215934-32-0] Development codes ICIA5504 (ICI) 

PHYSICAL CHEMISTRY

Mol. wt. 403.4 M.f. C₂₂H₁₇N₃O₅ Form White solid. M.p. 116 °C (tech., 114-116 °C) V.p. 1.1 ´ 10^-7 mPa (20 °C) K_OW logP = 2.5 (20 °C) Henry 7.3 ´ 10^-9 Pa m³ mol^-1 (calc.) S.g./density 1.34 (20 °C) Solubility In water 6 mg/l (20 ºC). Low solubility in hexane, n-octanol; moderate solubility in methanol, toluene, acetone; high solubility in ethyl acetate, acetonitrile, dichloromethane. Stability DT₅₀ for aqueous photolysis 2 w. Stable to hydrolysis. 

USES

Uses Controls the following pathogens at application rates between 100 to 375 g/ha: Erysiphe graminis, Puccinia spp., Leptosphaeria nodorum, Septoria tritici and Pyrenophora teres on temperate cereals; Pyricularia oryzae and Rhizoctonia solani on rice; Plasmopara viticola and Uncinula necator on vines; Sphaerotheca fuliginea and Pseudoperonospora cubensis on cucurbitaceae; Phytophthora infestans and Alternaria solani on potato and tomato; Mycosphaerella arachidis, Rhizoctonia solani and Sclerotium rolfsii on peanut; Monilinia spp. and Cladosporium carpophilum on peach; Pythium spp. and Rhizoctonia solani on turf; Mycosphaerella spp. on banana; Cladosporium caryigenum on pecan; Elsino?fawcettii, Colletotrichum spp. and Guignardia citricarpa on citrus; Colletotrichum spp. and Hemileia vastatrix on coffee.