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BENTAZONE

 

Herbicide：benzothiadiazinone

 NOMENCLATURE
bentazone
Common name bentazone (BSI, E-ISO, (f) F-ISO, JMAF); bentazon (ANSI, Canada, WSSA); bendioxide (Republic of South Africa)
IUPAC name 3-isopropyl-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide 
Chemical Abstracts name 3-(1-methylethyl)-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide 
CAS RN [25057-89-0]  EEC no. 246-585-8 

PHYSICAL CHEMISTRY
bentazone
Composition ³96% pure.  Mol. wt. 240.3  M.f. C10H12N2O3S  Form Colourless crystals.  M.p. 139.4-141 °C  V.p. 0.17 mPa (20 °C)  KOW logP = 0.77 (pH 5), -0.46 (pH 7), -0.55 (pH 9)  Henry 7.167 ´ 10-5 Pa m3 mol-1 (calc.)  S.g./density 1.41 (20 °C)  Solubility In water 570 mg/l (pH 7, 20 ºC). In acetone 1387, methanol 1061, ethyl acetate 582, dichloromethane 206, n-heptane 0.5 ´ 10-3 (all in g/l, 20 ºC).  Stability Very resistant to hydrolysis in both acidic and alkaline media. Decomposed by sunlight.  pKa 3.3 (24 ºC) 

bentazone-sodium
Solubility In water 2.3 ´ 106 ppm (US EPA 1988). 

Biochemistry Photosynthetic electron transport inhibitor at the photosystem II receptor site.  Mode of action Selective contact herbicide, absorbed mainly by the foliage, with very little translocation, but also absorbed by the roots, with translocation acropetally in the xylem. 
Uses A contact herbicide controlling Anthemis, Chamomilla and Matricaria spp., Chrysanthemum segetum, Galium aparine, Lapsana communis and Stellaria media in winter and spring cereals, at 1.0-2.2 kg a.i./ha. Other crops include peanuts, maize, peas, Phaseolus beans, rice (Cyperus difformis, C. esculentus, C. serotinus, Monochoria vaginalis, Sagittaria pygmaea, S. sagittifolia, Alisma and Commelina spp., Scirpus maritimus and S. mucronatus) and soya beans (Abutilon theophrasti, Capsella bursa-pastoris, Cyperus esculentus, Datura stramonium, Helianthus spp., Polygonum spp., Portulaca spp., Sida spinosa, Ambrosia spp., Sinapis arvensis and Xanthium spp.).  Formulation types SL.