5077. Iprodione

Nomenclature

CAS number: 36734-19-7
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide; glycophene; promidione; RP-26019; ROP-500F; NRC-910; LFA-2043; FA-2071; Rovral (Bayer CropSci.); CHIPCO-26019 (Bayer CropSci.).
C13H13Cl2N3O3; mol wt 330.17.
C 47.29%, H 3.97%, Cl 21.48%, N 12.73%, O 14.54%.

Description and references

Prepn: M. Sauli, DE 2149923; idem, US 3755350 (1972, 1973 to Rhne-Poulenc). Biological properties: L. Lacroix et al., Phytiatr.-Phytopharm. 23, 165 (1974). Structural rearrangement: B. K. Cooke et al., Pestic. Sci. 10, 393 (1979). Thermal degradn: J. Gomez et al., J. Agric. Food Chem. 30, 180 (1982). HPLC determn in surface water: C. E. Goewie, E. A. Hogendoorn, Sci. Total Environ. 47, 349 (1985). GC-MS determn in chicory and leek: F. Rouberty, J. Fournier, Chromatographia 41, 693 (1995). Field study: T. B. Brenneman et al., Plant Dis. 71, 546 (1987). Degradation in soil: A. Walker, Pestic. Sci. 21, 219 (1987). Review: L. Lacroix et al., Anal. Methods Pestic. Plant Growth Regul. 11, 247-261 (1980).

Chemical structure

Properties

Colorless, odorless, nonhygroscopic crystals, mp ≈136°. Vapor press. at 20°: <106 mm Hg. Soly in water at 20°: 13 mg/l. Soly at 20° (g/l): ethanol 25; methanol 25; acetone 300; dichloromethane 500; DMF 500. LD50 in mice, rats (g/kg): 4, 3.5 orally (Lacroix, 1980).

Use

Fungicide.