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Difenoconazole------Your Best Choice! Handling Chemicals Ltd.

   
Common Name Difenoconazole
Chemical 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
CAS Number 119446-68-3
Molecular formula C19H17Cl2N3O3
ACTION Systemic fungicide with preventive and curative action. Absorbed by the leaves, with acropetal and strong translaminar translocation.
Structural formula
Description

Appearance: off white crystalline powder
Melting Point: 78.6°C
Content 95%(m/m)min, pH=5-8, Moisture 0.5%max,
Insoluble in acetone 0.5%max

Specification
Difenoconazole 95%Tech, 25%EC
Usage 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, 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.
Package packed as required.
Remark  

Note: other sizes and packing available upon request

Composition Ratio of cis- to trans- isomers is in the range 0.7 to 1.5. Mol. wt. 406.3 M.f. C 19 H 17 Cl 2 N 3 O 3 Form White to light beige crystals. M.p. 78.6 oC V.p. 3.3 ' 10 -5 mPa (25 oC) K OW logP = 4.20 (25 oC) Henry 1.5 ' 10 -6 Pa m 3 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 Difenoconazole

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.

ANALYSIS Difenoconazole

Residue determination by glc. Details from Syngenta.

MAMMALIAN TOXICOLOGY Difenoconazole

Oral Acute oral LD 50 for rats 1453, mice >2000 mg/kg. Skin and eye Acute percutaneous LD 50 for rabbits >2010 mg/kg. Non-irritant to eyes and skin (rabbits). Non-sensitising to skin (guinea pigs). Inhalation LC 50 (4 h) for rats 3 3300 mg/m 3 air. NOEL (2 y) for rats 1.0 mg/kg b.w. daily; (1.5 y) for mice 4.7 mg/kg b.w. daily; (1 y) for dogs 3.4 mg/kg b.w. daily. ADI 0.01 mg/kg b.w. Other Not teratogenic or mutagenic. Toxicity class WHO (a.i.) III EC hazard (R22)

ECOTOXICOLOGY Difenoconazole

Birds LD 50 (9-11 d) for mallard ducks >2150 mg/kg. LC 50 for bobwhite quail >4760, mallard ducks >5000 ppm. Fish LC 50 (96 h) for rainbow trout 0.8, bluegill sunfish 1.2, sheepshead minnow 0.82 mg/l. Daphnia LC 50 (48 h) 0.77 mg/l. Algae EC 50 (72 h) for Scenedesmus subspicatus 1.2 mg/l. Other aquatic spp. EC 50 (96 h) for Eastern oysters 0.45 mg/l; (14 d) for Lemna gibba 18.5 mg/l. Bees Non-toxic to honeybees; LD 50 (oral) >187 m g/bee; LC 50 (contact) >100 m g/bee. Worms LC 50 for earthworms >610 mg/kg.

ENVIRONMENTAL FATE Difenoconazole

Animals After oral administration, difenoconazole was rapidly eliminated practically to entirety, with urine and faeces. Residues in tissues were not significant and there was no evidence for accumulation. Plants Two routes of metabolism: one by a triazole route to triazolylalanine and triazolylacetic acid; the other by hydroxylation of the phenyl ring followed by conjugation. Soil/Environment Practically immobile in soil, strong adsorption to soil particles, low potential to leach below top soil layer. Soil dissipation rate is slow and dependent on application rate. DT 50 for photolysis 145 d (natural sunlight).


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