Products

 

DIFENOCONAZOLE

 

Fungicide
FRAC  3; DMI: triazole



NOMENCLATURE
Common name difenoconazole (BSI, draft 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-[4-(4-chlorophenoxy)-2-chlorophenyl]-4-methyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole 
CAS RN [119446-68-3] unstated stereochemistry  Development codes CGA 169 374 (Ciba-Geigy)

PHYSICAL CHEMISTRY
Composition Ratio of cis- to trans- isomers is in the range 0.7 to 1.5.  Mol. wt. 406.3  M.f. C19H17Cl2N3O3  Form White to light beige crystals.  M.p. 78.6 ºC  V.p. 3.3 × 10-5 mPa (25 ºC)  KOW logP = 4.20 (25 ºC)  Henry 1.5 × 10-6 Pa m3 mol-1 (calc.)  S.g./density 1.40 (20 ºC)  Solubility In water 15 mg/l (25 ºC). In ethanol 330, acetone 610, toluene 490, n-hexane 3.4, n-octanol 95 (all in g/l, 25 ºC).  Stability Stable up to 150 ºC. Hydrolytically stable.

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 Deuteromycete,s including Alternaria, Ascochyta, Cercospora, Cercosporidium, Colletotrichum, Guignardia, Mycosphaerella, Phoma, Ramularia, Rhizoctonia, Septoria, Uncinula, Venturia spp., Erysiphaceae, Uredinales and several seed-borne pathogens. Used against disease complexes in grapes, pome fruit, stone fruit, potatoes, sugar beet, oilseed rape, banana, 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.