Hangzhou Leaflife Chemical Co., Ltd.

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THIFENSULFURON-METHYL

 

Herbicide: sulfonylurea

TRIBENURON-METHYL

NOMENCLATURE
tribenuron-methyl
Chemical Abstracts name methyl 2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]benzoate 
CAS RN [101200-48-0]  EEC no. 401-190-1  Development codes DPX-L5300  (Du Pont); L5300 

tribenuron
Common name tribenuron (BSI, ANSI, draft E-ISO)
IUPAC name 2-[4-methoxy-6-methyl-1,3,5-triazin-2-yl(methyl)carbamoylsulfamoyl]benzoic acid 
Chemical Abstracts name 2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]benzoic acid 
CAS RN [106040-48-6] 

PHYSICAL CHEMISTRY
tribenuron-methyl
Composition Tech. is >95%.  Mol. wt. 395.4  M.f. C15H17N5O6S  Form Light brown, odourless solid.  M.p. 141 ºC  V.p. 5.2 × 10-5 mPa (25 ºC)  KOW logP = -0.44 (pH 7)  Henry 1.03 × 10-8 Pa m3 mol-1  S.g./density 1.5 (25 ºC)  Solubility In water 0.05 (pH 5), 2.04 (pH 7) (both in g/l, 20 ºC). In acetone 43.8, acetonitrile 54.2, carbon tetrachloride 3.12, ethyl acetate 17.5, hexane 0.028, and methanol 3.39 (all in mg/l, 25 °C).  Stability Stable at 45 ºC. On hydrolysis (45 ºC), stable at pH 8-10 but rapid loss at pH <7 or pH >12. Relatively unstable in most organic solvents.  pKa 5
APPLICATIONS
tribenuron-methyl
Biochemistry Branched chain amino acid synthesis (ALS or AHAS) inhibitor. Acts by inhibiting biosynthesis of the essential amino acids valine and isoleucine, hence stopping cell division and plant growth. Selectivity derives from rapid metabolism in the crop. Metabolic basis of selectivity in sulfonylureas reviewed (M. K. Koeppe & H. M. Brown, Agro-Food-Industry, 6, 9-14 (1995)).  Mode of action Rapidly absorbed by foliage and roots and translocated throughout the plant. Susceptible plants cease growth almost immediately after post-emergence treatment and are killed in 7-21 days. Surfactants increase the activity of tribenuron-methyl on certain broad-leaved weeds.  Uses Post-emergence control of broad-leaved weeds in spring and winter cereals, at 9-30 g/ha.  Formulation types TB; WG.