Common name difénoconazole ((m) F-ISO); difenoconazole (BSI, E-ISO)
IUPAC name cis,trans-3-chloro-4-[4-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-2-yl]phenyl 4-chlorophenyl ether
Chemical Abstracts name
1-[2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole
CAS RN [119446–68–3]
Chemical structre
PHYSICAL CHEMISTRY
Mol. wt. 406.3 M.f. C19H17Cl2N3O3 Form White to light beige crystals. M.p. 82.0–83.0 °C B.p. 100.8 °C/3.7 mPa V.p. 3.3 × 10-5 mPa (25 °C) Kow logP = 4.4 (25 °C) Henry 8.94 × 10-7 Pa m3 mol-1 (25 °C, calc.) S.g./density 1.40 (20 °C) Solubility In water 15 mg/l (25 °C). In acetone, dichloromethane, toluene, methanol and ethyl acetate >500, hexane 3, octanol 110 (all in g/l, 25 °C). Stability Stable up to 150 °C. Hydrolytically stable. pKa 1.1
APPLICATIONS
Biochemistry Sterol demethylation inhibitor. Inhibits cell membrane ergosterol biosynthesis, stopping development of the fungus.
Mode of action Systemic fungicide with preventive and curative action. Absorbed by the leaves, with acropetal and strong translaminar translocation.
Uses Systemic Fungicide with a novel broad-range activity protecting the yield and crop quality by foliar application or seed treatment. Provides long-lasting preventive and curative activity against Ascomycetes, Basidiomycetes and Deuteromycetes, including Alternaria, Ascochyta, Cercospora, Cercosporidium, Colletotrichum, Guignardia, Mycosphaerella, Phoma, Ramularia, Rhizoctonia, Septoria, Erysiphe and Venturia spp., Erysiphaceae, Uredinales and several seed-borne pathogens. Used against disease complexes in grapes, pome fruit, stone fruit, potatoes, sugar beet, oilseed rape, bananas, cereals, rice, soya beans, ornamentals and various vegetable crops, at 30–125 g/ha. Used as a seed treatment against a range of pathogens in wheat and barley, at 3–24 g/100 kg seed.
Phytotoxicity In wheat, early foliar applications at growth stages 29–42 might cause, in certain circumstances, chlorotic spotting of leaves, but this has no effect on yield.
Formulation types DS; EC; FS; SC; WG.