cis,trans-3-chloro-4-[4-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-2-yl]phenyl 4-chlorophenyl ether

1-[2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole

C₁₉H₁₇Cl₂N₃O₃

White to light beige crystals.

82.0-83.0^oC

3.3 ?10-5 mPa (25^oC)

1.40 (20^oC)

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).

Stable up to 150^oC. Hydrolytically stable.

1.5×10^-6 Pa m³ mol^-1 (calc.)

4.4 (25^o

1.1 

Sterol demethylation inhibitor. Inhibits cell membrane ergosterol biosynthesis, stopping development of the fungus.

Systemic fungicide with preventive and curative action. Absorbed by the leaves, with acropetal and strong translaminar translocation.

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.

 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.

 Acute oral LD₅₀ for rats 1453, mice >2000 mg/kg.

 Acute percutaneous LD₅₀ for rabbits >2010 mg/kg. Non-irritant to eyes and skin (rabbits). Non-sensitising to skin (guinea pigs).

LC₅₀ (4 h) for rats >300 mg/m³ air.

(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.

0.01 mg/kg b.w.

 WHO (a.i.) III

(R22) 

LD₅₀ (9-11 d) for mallard ducks >2150, Japanese quail >2000 mg/kg. LC₅₀ for bobwhite quail 4760, mallard ducks >5000 ppm.

LC₅₀ (96 h) for rainbow trout 0.81, bluegill sunfish 1.2, sheepshead minnow 0.82 mg/l.

LC₅₀ (48 h) 0.77 mg/l.

EC₅₀ (72 h) for Scenedesmus subspicatus 0.032-1.2 mg/l. 

LC₅₀ for earthworms >610 mg/kg.

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.

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.

Practically immobile in soil, strong adsorption to soil particles (mean adsorption coefficient normalised to organic carbon, Koc,ads 3759 ml/g), low potential to leach below top soil layer. Soil dissipation rate is slow and dependent on application rate; DT₅₀ 50-150 d. DT₅₀ from water 2 d. 

Residue determination by glc.