CAS No 67747-09-5 , N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide

Title: Prochloraz
CAS Registry Number: 67747-09-5
CAS Name: N-Propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-1H-imidazole-1-carboxamide
Synonyms: 1-[N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]carbamoyl]imidazole
Manufacturers' Codes: BTS-40542
Trademarks: Sportak (Bayer CropSci.)
Molecular Formula: C15H16Cl3N3O2
Molecular Weight: 376.67
Percent Composition: C 47.83%, H 4.28%, Cl 28.24%, N 11.16%, O 8.50%
Literature References: Broad spectrum fungicide for use on cereal crops, fruit and vegetables. Prepn from imidazole: R. F. Brookes et al., DE 2429523; eidem, US 3991071 (1975, 1976 both to Boots). Fungicidal properties: R. J. Birchmore et al., Proc. Br. Crop Prot. Conf. - Pests Dis. 1977, 593; R. G. Harris et al., ibid. 1979, 53. Efficacy against cereal powdery mildew: D. M. Weighton et al., ibid. 1977, 25. Protective effect against blotch in winter wheat and barley: R. G. Harris, G. Barnes, ibid. 1981, 267. Effect on cytochrome P-450 and sterol biosynthesis in Japanese quail: J.-L. Riviere et al., Pestic. Sci. 15, 317 (1984). HPLC/MS determn in rainbow trout: L. Debrauwer et al., J. Agric. Food Chem. 49, 3821 (2001). Review: A. de Saint-Blanquat, J. My, Def. Veg. 37, 121 (1983).
Properties: White crystalline solid, mp 38.5-41°. Technical product is pale yellow viscous oil. Vapor pressure at 20°: 0.57′10-9 torr. Almost insol in water (0.0055 g/l). Soly in chloroform, diethyl ether, toluene, xylene: 2500 g/l; in acetone: 3500 g/l. LD50 in rats (mg/kg): 1600 orally; >5000 s.c.; 400-800 i.p.; LC50 (96 hour) in rainbow trout, bluegill (mg/l): 1, 2.2 (de Saint-Blanquat, My). Relatively non-toxic to bees.
Melting point: mp 38.5-41°
Toxicity data: LD50 in rats (mg/kg): 1600 orally; >5000 s.c.; 400-800 i.p.; LC50 (96 hour) in rainbow trout, bluegill (mg/l): 1, 2.2 (de Saint-Blanquat, My)
Use: Fungicide.