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Common name diflubenzuron (BSI, E-ISO, (m) F-ISO, ANSI, ESA)
IUPAC name 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Chemical Abstracts name N-[[(4-chlorophenyl)amino]carbonyl]-2,6-difluorobenzamide
Other names DFB
CAS RN [35367-38-5]
PHYSICAL CHEMISTRY
Composition Tech. grade diflubenzuron is ³95% pure. Mol. wt. 310.7 M.f. C14H9ClF2N2O2 Form Colourless crystals; (tech., off-white to yellow crystals). M.p. 228 °C; (tech., 210-230 ºC, decomp.) V.p. 1.2 ´ 10-4 mPa (25 ºC) (gas saturation method) KOW logP = 3.89 S.g./density 1.56 Solubility In water 0.08 mg/l (pH 7, 25 ºC). In n-hexane 0.063, toluene 0.29, dichloromethane 1.8, methanol 1.1 (all in g/l, 20 °C). Stability Light-sensitive when in solution, but stable to sunlight as a solid. <0.5% decomposition after 1 d storage at 100 ºC; <0.5% after 7 d at 50 ºC. In aqueous solution (20 ºC), stable at pH 5 and 7 (DT50 >150 d), at pH 9 DT50 42 d.
APPLICATIONS
Biochemistry Chitin synthesis inhibitor; and so interferes with the formation of the insect cuticle. This action is quite specific; related biochemical processes, such as chitin synthesis in fungi, and biosynthesis of hyaluronic acid and other mucopolysaccharides in chickens, mice and rats are not affected.
Mode of action Non-systemic insect growth regulator with contact and stomach action. Acts at time of insect moulting, or at hatching of eggs.
Uses For control of a wide range of leaf-eating insects in forestry, woody ornamentals and fruit. Controls certain major pests in cotton, soya beans, citrus, tea, vegetables and mushrooms. Also controls larvae of flies, mosquitoes, grasshoppers and migratory locusts. Used as an ectoparasiticide on sheep for control of lice, fleas and blowfly larvae. Due to its selectivity and rapid degradation in soil and water, diflubenzuron has no or only a slight effect on the natural enemies of various harmful insect species. These properties make it suitable for inclusion in integrated control programmes. Diflubenzuron is effective at 25-75 g a.i./ha against most leaf-feeding insects in forestry; in concentrations of 0.01-0.015% a.i. against codling moth, leaf miners and other leaf-eating insects in top fruit; in concentrations of 0.0075-0.0125% a.i. against citrus rust mite in citrus; and at a dosage of 50-150 g a.i./ha against a number of pests in cotton (cotton boll weevil, armyworms, leafworms), soya beans (soya bean looper complex) and maize (armyworms). Also for control of larvae of mushroom flies in mushroom casing (1 g a.i./m2); mosquito larvae (25-100 g a.i./ha); fly larvae in animal housings (0.5-1 g a.i./m2 surface); and locusts and grasshoppers (60-67.5 g a.i./ha).