Chlorothalonil

TC & FORMULATION: 96%TC, 720G/L SC, 75%WP, 75%WDG

Structure Formula 

NOMENCLATURE

Common name chlorothalonil (BSI, E-ISO, (m) F-ISO, ANSI); TPN (JMAF)

IUPAC name tetrachloroisophthalonitrile 

Chemical Abstracts name 2,4,5,6-tetrachloro-1,3-benzenedicarbonitrile 

CAS RN [1897-45-6]  EEC no. 217-588-1 

PHYSICAL CHEMISTRY

Composition Tech. is c. 97%.  Mol. wt. 265.9  M.f. C8Cl4N2  Form Colourless, odourless crystals; (tech. has a slightly pungent odour).  M.p. 252.1 °C  B.p. 350 ºC/760 mmHg  V.p. 0.076 mPa (25 ºC)  KOW logP = 2.92 (25 °C)  Henry 2.50 ´ 10-2 Pa m3 mol-1 (25 °C)  S.g./density 2.0 (20 °C)  Solubility In water 0.81 mg/l (25 ºC). In xylene 80, cyclohexanone, dimethylformamide 30, acetone, dimethyl sulfoxide 20, kerosene <10 (all in g/kg, 25 ºC).  Stability Thermally stable at ambient temperatures. Stable to u.v. light in aqueous media and in crystalline state. Stable in acidic and moderately alkaline aqueous solutions; slow hydrolysis at pH >9. 

APPLICATIONS

Biochemistry Conjugation with, and depletion of, thiols (particularly glutathione) from germinating fungal cells, leading to disruption of glycolysis and energy production, fungistasis and fungicidal action.  Mode of action Non-systemic foliar fungicide with protective action.  Uses Control of many fungal diseases in a wide range of crops, including pome fruit, stone fruit, citrus fruit, bush and cane fruit, cranberries, strawberries, pawpaws, bananas, mangoes, coconut palms, oil palms, rubber, pepper, vines, hops, vegetables, cucurbits, tobacco, coffee, tea, rice, soya beans, peanuts, potatoes, sugar beet, cotton, maize, ornamentals, mushrooms, and turf. Application rates for food crops are 1-2.5 kg/ha. Phytotoxicity Russetting is possible with flowering ornamentals, apples, and grapes. Some varieties of flowering ornamentals may be injured. Pittosporum foliage is sensitive. Phytotoxicity may be increased with oils or oil-containing substances.  Formulation types SC; WG; WP; Fogging concentrate.  Compatibility Not compatible with oils.

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