Products

 

PROCHLORAZ

 

Fungicide: imidazole 

 NOMENCLATURE
Common name prochloraz (BSI, E-ISO, (m) F-ISO, ANSI)
IUPAC name N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide; 1-{N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]}carbamoylimidazole 
Chemical Abstracts name N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-1H-imidazole-1-carboxamide 
CAS RN [67747-09-5]  EEC no. 266-944-5  Development codes BTS 40 542 (Boots) 

PHYSICAL CHEMISTRY
Composition Tech. grade is c. 97% pure.  Mol. wt. 376.7  M.f. C15H16Cl3N3O2  Form Odourless, colourless crystals; (tech. is a mildly aromatic, golden brown liquid, that tends to solidify on cooling).  M.p. 46.5-49.3 ºC (>99% pure)  B.p. 208-210 ºC/0.2 mmHg (decomp.)  V.p. 1.5 ´ 10-1 mPa (25 ºC); 9.0 ´ 10-2 mPa (20 ºC)  KOW logP = 4.12 (unionised)  Henry 1.64 ´ 10-3 Pa m3 mol-1 (calc.)  S.g./density 1.42 (20 ºC)  Solubility In water 34.4 mg/l (25 ºC). Readily soluble in a wide range of organic solvents, e.g. chloroform, diethyl ether, toluene, xylene 2.5, acetone 3.5, hexane c. 7.5 ´ 10-3 (all in kg/l, 25 ºC).  Stability No degradation after 30 d (pH 5-7, 22 °C). Decomposes in concentrated acids and alkalis, in the presence of sunlight, and on prolonged heating at high temperatures (200 ºC).  pKa 3.8, weak base  F.p. 160 °C (closed cup) 

APPLICATIONS

Biochemistry Steroid demethylation (ergosterol biosynthesis) inhibitor.  Mode of action Fungicide with protective and eradicant action.  Uses A protectant and eradicant fungicide effective against a wide range of diseases affecting field crops, fruit, turf, and vegetables. An EC is recommended for use in cereals (400-600 g a.i./ha) against Pseudocercosporella, Pyrenophora, Rhynchosporium, and Septoria spp., with useful activity against Erysiphe spp.; in oilseed rape (500 g/ha) against Alternaria, Botrytis, Pyrenopeziza and Sclerotinia spp. Useful activity is also shown against Ascochyta and Botrytis spp. in field legumes; and Cercospora and Erysiphe spp. in beet. Good activity against storage or transit diseases of citrus and tropical fruit when applied as a dip treatment (0.5-0.7 g a.i./l). A WP is recommended in mushrooms against Verticillium fungicola and Mycogone perniciosa, and in rice against Pyricularia. A seed treatment (0.2-0.5 g/kg) will control several cereal diseases caused by Cochliobolus, Fusarium, Pyrenophora and Septoria spp., and, in flax, Alternaria.  Formulation types EC; EW; FS; LS; WP.  Compatibility Forms a complex with some metal ions, e.g. prochloraz-manganese used for WP formulations.