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Common name thiabendazole (BSI, E-ISO, (m) F-ISO, BAN, JMAF)
IUPAC name 2-(thiazol-4-yl)benzimidazole; 2-(1,3-thiazol-4-yl)benzimidazole
Chemical Abstracts name 2-(4-thiazolyl)-1H-benzimidazole
CAS RN [148-79-8]
PHYSICAL CHEMISTRY
Mol. wt. 201.3 M.f. C10H7N3S Form Off-white powder. M.p. 297-298 °C V.p. 4.6 ´ 10-4 mPa (25 °C) KOW logP = 2.39 (pH 7) Henry 2.7 ´ 10-8 Pa m3 mol-1 S.g./density 1.3989 Solubility In water 0.16 (pH 4), 0.03 (pH 7), 0.03 (pH 10) (all in g/l, 20 ºC). In n-heptane <0.01, xylene 0.13, methanol 8.28, 1,2-dichloroethane 0.81, acetone 2.43, ethyl acetate 1.49, n-octanol 3.91 (all in g/l, 20 ºC). Stability Hydrolytically stable; aqueous photolysis DT50 29 h (pH 5). pKa pKa1 4.73, pKa2 12.00
APPLICATIONS
Biochemistry Inhibits mitosis by binding to tubuline and thus severely impairs fungal growth and development
Mode of action Systemic fungicide with protective and curative action. Thiabendazole forms a protective deposit on the treated surface of fruit and tubers.
Uses As a mainly post-harvest fungicide for the control of Aspergillus, Botrytis, Ceratocystis, Cercospora, Cladosporium, Colletotrichum, Corticium, Diaporthe, Diplodia, Fusarium, Gibberella, Gloeosporium, Oospora, Penicillium, Phoma, Rhizoctonia, Sclerotinia, Septoria, Thielaviopsis, Verticillium spp., etc., in avocados, bananas, chicory, citrus fruit, some cucurbits, mangoes, mushrooms, ornamentals, pome fruit, potatoes, strawberries and other crops. Also used for foliar application (on fruits and vegetables), seed treatment and stem injection application.