Products

 

DICAMBA

 

Herbicide: bis-carbamate

Common name dicamba (BSI, E-ISO, (m) F-ISO, ANSI, WSSA); dianat* (former exception, USSR); MDBA (JMAF)
IUPAC name 3,6-dichloro-o-anisic acid 
Chemical Abstracts name 3,6-dichloro-2-methoxybenzoic acid 
CAS RN [1918-00-9]; 5-hydroxy derivative [7600-50-2]  EEC no. 217-635-6  Development codes Velsicol 58-CS-11; SAN 837 H (Sandoz) 
dicamba-dimethylammonium: CAS RN [2300-66-5]  EEC no. 218-951-7
dicamba-potassium: CAS RN [10007-85-9]  EEC no. 233-002-7 
dicamba-sodium: CAS RN [1982-69-0] 
PHYSICAL CHEMISTRY
dicamba
Composition Tech. grade purity is 85% w/w, remainder being mainly 3,5-dichloro-o-anisic acid.  Mol. wt. 221.0  M.f.
C8H6Cl2O3  Form Colourless crystals; (tech. is a buff crystalline solid).  M.p. 114-116 ºC  B.p. >200 ºC  V.p. 1.67 mPa (25 ºC, calc.)  KOW logP = -0.55 (pH 5.0), -1.88 (pH 6.8), -1.9 (pH 8.9) (OECD 105)  Henry 6.1 × 10-5 Pa m3 mol-1  S.g./density 1.488 (25 ºC)  Solubility In water 6.1 g/l (25 ºC). In ethanol 922, cyclohexanone 916, acetone 810, dichloromethane 260, dioxane 1180, toluene 130, xylene 78 (all in g/l, 25 ºC).  Stability Resistant to oxidation and hydrolysis under normal conditions. Stable in acids and alkalis. Decomposes at c. 200 ºC.  pKa 1.97
dicamba-dimethylammonium: Mol. wt. 266.1  M.f. C10H13Cl2NO3
dicamba-potassium: Mol. wt. 259.1  M.f. C8H5Cl2KO3
dicamba-sodium: Mol. wt. 243.0  M.f. C8H5Cl2NaO3 
dicamba-diolamine: Mol. wt. 326.2  M.f. C12H17Cl2NO5

APPLICATIONS
Biochemistry Synthetic auxin (acting like indolylacetic acid).  Mode of action Selective systemic herbicide, absorbed by the leaves and roots, with ready translocation throughout the plant via both the symplastic and apoplastic systems. Acts as an auxin-like growth regulator.  Uses Control of annual and perennial broad-leaved weeds and brush species in cereals, maize, sorghum, sugar cane, asparagus, perennial seed grasses, turf, pastures, rangeland, and non-crop land. Used in combinations with many other herbicides. Dosage varies with specific use and ranges from 0.1 to 0.4 kg/ha for crop use, higher rates in pasture.  Phytotoxicity Most legumes are sensitive.  Formulation types GR; SL.  Compatibility Precipitation of the free acid from water may occur if the dimethylammonium salt is combined with lime sulfur, heavy-metal salts, or strongly acidic materials.