Benomyl

TC & FORMULATION: 95%TC, 50%WP

Structure Formula

NOMENCLATURE

Common name benomyl (BSI, E-ISO, (m) F-ISO, ANSI, JMAF)

IUPAC name methyl 1-(butylcarbamoyl)benzimidazol-2-ylcarbamate 

Chemical Abstracts name methyl [1-[(butylamino)carbonyl]-1H-benzimidazol-2-yl]carbamate 

CAS RN [17804-35-2]  EEC no. 241-775-7 

PHYSICAL CHEMISTRY

Mol. wt. 290.3  M.f. C14H18N4O3  Form Colourless crystals.  M.p. 140 ºC (decomp.)  V.p. <5.0 ´ 10-3 mPa (25 ºC)  KOW logP = 1.37  Henry <4.0 ´ 10-4 (pH 5); <5.0 ´ 10-4 (pH 7); <7.7 ´ 10-4 (pH 9) (all in Pa m3 mol-1, calc.)  S.g./density Bulk density 0.38  Solubility In water 3.6 (pH 5), 2.9 (pH 7), 1.9 (pH 9) (all in mg/l, room temperature). In chloroform 94, dimethylformamide 53, acetone 18, xylene 10, ethanol 4, heptane 0.4 (all in g/kg, 25 ºC).  Stability Hydrolysis DT50 3.5 h (pH 5), 1.5 h (pH 7), <1 h (pH 9) (all 25 °C). In some solvents, dissociates to form carbendazim and butyl isocyanate (M. Chiba & E. A. Cherniak, J. Agric. Food Chem., 1978, 26, 573). Solubility in water and stability at various pH values investigated by R. P. Singh & M. Chiba (ibid., 1985, 33, 63). Stable to light. Decomposed on storage in contact with water and under moist conditions in soil. Mechanism of the acid-catalysed decomposition in aqueous media, J. P. Calmon & D. R. Sayag(ibid., 1976, 24, 314, 317). 

APPLICATIONS

Biochemistry Inhibits mitosis by binding to beta-tubuline.  Mode of action Systemic fungicide with protective and curative action. Absorbed through the leaves and roots, with translocation principally acropetally.  Uses Effective against a wide range of Ascomycetes, and Fungi Imperfecti and some Basidiomycetes in cereals, grapes, pome and stone fruit, rice and vegetables. It is also effective against mites, primarily as an ovicide. Also used as pre-harvest sprays or dips for the control of storage rots of fruit and vegetables. Typical rates are: on field and vegetable crops, 140-550 g a.i./ha; on tree crops 550-1100 g/ha; for post-harvest uses 25-200 g/hl. Phytotoxicity Non-phytotoxic if used as directed. Russetting is possible with Golden Delicious apples.  Formulation types WP.  Compatibility Incompatible with alkaline materials.

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