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| | Trifloxysulfuron-sodium Basic information |
| Product Name: | Trifloxysulfuron-sodium | | Synonyms: | Sodium N'-(4,6-dimethoxypyrimidin-2-yl)-N-[3-(2,2,2-trifluoroethoxy)-2-pyridylsulfonyl]imidocarbamate;cga 362622;trifloxysulfuron sodium (bsi, pa iso);2-Pyridinesulfonamide,N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-3-(2,2,2-trifluoroethoxy)-,sodium salt (1:1);Trioxysulfuron sodium Solution, 100ppm;Trioxysulfuron sodiuM;sodium N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]-oxomethyl]-3-(2,2,2-trifluoroethoxy)-2-pyridinesulfonimidate;Envoke(TM) | | CAS: | 199119-58-9 | | MF: | C14H14F3N5O6S.Na | | MW: | 460.34 | | EINECS: | 688-332-8 | | Product Categories: | Agro-Products;Heterocycles;Sulfur & Selenium Compounds;Q-ZPesticides&Metabolites;Urea structure;Alpha sort;Herbicides;Pesticides&Metabolites | | Mol File: | 199119-58-9.mol |  |
| | Trifloxysulfuron-sodium Chemical Properties |
| Melting point | 175-177°C | | density | 0.002g/cm3 at 21℃ | | vapor pressure | <1.3 × 10-6(Pa at 20 °C) | | storage temp. | 0-6°C | | solubility | Solubility in organic solvents (g/l at 25 °C)
Acetone 17.0
Ethyl acetate 3.8
n-Hexane <0.001
Methanol 50.0
Octanol 4.4
Toluene <0.001
Acetone 17.0 | | pka | Dissociation constant (pKa at 20 °C) 4.76 | | color | White | | Water Solubility | Solubility in water (g/l at 25 °C) 0.063 (pH 5) 5.016 (pH 7) 25.7 (pH 7.4) | | InChI | InChI=1S/C14H14F3N5O6S.Na/c1-26-9-6-10(27-2)20-12(19-9)21-13(23)22-29(24,25)11-8(4-3-5-18-11)28-7-14(15,16)17;/h3-6H,7H2,1-2H3,(H2,19,20,21,22,23);/q;+1/p-1 | | InChIKey | UFEIWEXHHOXPGP-UHFFFAOYSA-M | | SMILES | S(=O)(=O)(C1=C(C=CC=N1)OCC(F)(F)F)N([Na])C(=O)NC1=NC(OC)=CC(OC)=N1 | | LogP | -1.6-1.4 at 25℃ and pH5-9.1 | | Surface tension | 65.8mN/m at 1g/L and 20℃ | | Dissociation constant | 4.76 at 20℃ | | CAS DataBase Reference | 199119-58-9(CAS DataBase Reference) |
| | Trifloxysulfuron-sodium Usage And Synthesis |
| Description | Trifloxysulfuron-sodium is a post-emergence herbicide. It has a high aqueous solubility, is relatively volatile and, based on its chemical properties, is mobile and may leach to groundwater in some situations. It is moderately persistent in soil systems but is generally non-persistent in aquatic systems. It has a low mammalian toxicity and has a high potential to bioaccumulate. It is a skin and eye irritant. It is moderately toxic to birds, honeybees and earthworms but is less toxic to fish and daphnia. However, it is very toxic to aquatic plants and algae. | | Chemical Properties | White Solid | | Uses | Used as a herbicide. | | Production Methods | Trifloxysulfuron is commercially produced via a sulfonylurea synthesis starting from 2-amino-4,6-dimethoxypyrimidine, which is sulfonylated with 2-(trifluoromethoxy)benzenesulfonyl chloride under basic conditions. The resulting sulfonamide is activated with triphosgene to form the sulfonyl isocyanate, which undergoes condensation with methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate to build the urea bridge. Final hydrolysis, methyl esterification, and recrystallisation yield trifloxysulfuron sodium salt. | | Agricultural Uses | Trifloxysulfuron-sodium (CGA 362622) is a post-emergence herbicide commercialized by Syngenta in 2001 for use in all major cotton and sugarcane production areas.
In cotton, it is formulated as a WG 75 and can be applied post‐emergent at 5–7.5 g a.i. ha−1 in conventional or GM cotton but at higher rates of 10–15 g a.i. ha−1 if post-emergent directed. At the lower rates, the following weeds are controlled: Acanthospermum hispidum, A. artemisiifolia, B. pilosa, Senna obtusifolia, Cassia occidentalis, C. album, Euphorbia heterophylla, Ipomoea spp., Melochia corchorifolia, Mollugo vertillata, S. exaltata, Trianthema portulacastrum, and X. strumarium. With post-directed sprays and higher dosages, additional control is achieved of Ageratum conyzoides, Amaranthus hybridus, A. palmeri, C. esculentus, and Tridax procumbens. The application of trifloxysulfuron-sodium may be made after cotton (picker-type varieties only) has reached a minimum of five true leaves, with applications continuing until 60 days before harvest. Due to reduced crop tolerance, the product is not recommended as a post‐emergent over‐the‐top spray on stripper-type cotton varieties.
For cotton and sugarcane trifloxysulfuron-sodium is marketed under the trade name “Envoke®” as a straight product. In cotton, it is used in combination with prometryn as “Suprend®” and in sugarcane in combination with ametryn as “Krismat®.” In sugarcane, “Envoke” can be used for a maximum of three applications prespiking, post-emergence over the top, and/or post-emergence directed at a total rate of 78 g a.i. ha−1 per season. The product may be applied to sugarcane at a plant height of 45–60 cm up to 100 days before harvest. At a dose rate of 16 g a.i. ha−1, the following weeds are controlled with greater than 85% efficacy: Alternanthera philoxeroides, A. hispidum, Panicum adspersum, M. vertillata, X. strumarium, C. occidentalis, Gnaphalium pensylvanicum, Eupatorium cappilliforium, Desmodium tortuosum, T. portulacastrum, S. exaltata, Rottboellia cochinchinensis, C. album, Ipomoea spp., C. esculentus, C. rotundus, Amaranthus spp., A. artemisiifolia, M. corchorifolia, S. obtusifolia, Bidens bipinnata, Linaia canadensis, A. theophrasti, and E. heterophylla. | | Mechanism of action | Aborbed by shoots and roots and translocated. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS | | Pesticide Type | Herbicide |
| | Trifloxysulfuron-sodium Preparation Products And Raw materials |
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