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142469-14-5

142469-14-5 Structure

142469-14-5 Structure
IdentificationBack Directory
[Name]

Tritosulfuron
[CAS]

142469-14-5
[Synonyms]

TRITOSULFURON
Tritosulfuron [iso]
TRITOSULFURON PESTANAL
CHROMOTROPE 2 R FOR MICROSCOPY
1-[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-3-[2-(trifluoromethyl)phenyl]sulfonylurea
N-((4-Methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl)-carbamoyl)-2-(trifluoromethyl)benzenesul
N-((4-Methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl)-carbamoyl)-2-(trifluoromethyl)benzenesulfon
N-((4-Methoxy-6-(trifluoroMethyl)-1,3,5-triazin-2-yl)carbaMoyl)-2-(trifluoroMethyl)benzenesulfonaMide
N-[(4-Methoxy-6-trifluoromethyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-(trifluoromethyl)benzenesulfonamide
Benzenesulfonamide, N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-
BAS 635, N-[(4-Methoxy-6-trifluoromethyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-(trifluoromethyl)benzenesulfonamide
[Molecular Formula]

C13H9F6N5O4S
[MDL Number]

MFCD06798291
[MOL File]

142469-14-5.mol
[Molecular Weight]

445.299
Chemical PropertiesBack Directory
[density ]

1.639±0.06 g/cm3(Predicted)
[Fp ]

>204 °C
[solubility ]

Solubility in organic solvents (g/l at 20 °C)
Acetone -
Acetonitrile -
Ethyl acetate 83.0
Dichloromethane 25.0
n‐Heptane <0.001
Methanol 23
Toluene 4.2
[form ]

neat
[pka]

Dissociation constant (pKa at 20 °C) 4.69
[Water Solubility ]

Solubility in water (g/l at 20 °C)
<0.001 (pH 1.7)
0.04 (pH 7.0)
78.32 (pH 10.2)
[Henry's Law Constant]

1.0×104 mol/(m3Pa) at 25℃, Maniere et al. (2011)
[LogP]

4.480 (est)
Safety DataBack Directory
[Hazard Codes ]

Xi,N
[Risk Statements ]

43-51/53
[Safety Statements ]

36/37-61
[RIDADR ]

UN3077 9/PG 3
[WGK Germany ]

2
Hazard InformationBack Directory
[Description]

A herbicide used to control a wide range of broadleaved weeds. It is moderately soluble in water and has a low volatility. It is not expected to be persistent in soil or water systems. Tritosulfuron tends to have a low to moderate toxicity to most fauna and flora. It has a low oral mammalian toxicity and may also be an irritant.
[Uses]

Tritosulfuron is a sulfonylurea herbicide found in in ground, surface and wastewater.
[Definition]

ChEBI: A sulfonamide that is benzenesulfonamide substituted by a trifluoromethyl group at position 2 and a [4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]carbamoyl group at the nitrogen atom.
[Production Methods]

In industrial production, tritosulfuron is synthesised by reacting a triazine derivative, typically 2-amino-4-methyl-6-ethylamino-1,3,5-triazine, with a sulfonyl isocyanate or sulfonamide intermediate to form the characteristic sulfonylurea bridge. The synthesis involves controlled substitution reactions, often in polar aprotic solvents, followed by purification steps such as crystallisation or column chromatography to ensure high purity and yield.
[Agricultural Uses]

Tritosulfuron (BAS-635) is a broad-spectrum post-emergent dicotyledonous herbicide mainly for use in cereals, rice, maize, and turf with application rates of 40–75 g a.i. ha−1. In cereals, it was commercialized by BASF in 2004 under the trade name “Biathlon®” as a water-dispersible (WG) formulation containing 714 g kg−1 tritosulfuron and is applied at a rate of 50 g a.i. ha−1. The following weeds are well controlled: T. arvense, Mercurialis annua, Urticaurens, C. arvense, Veronica hederifolia, Chenopodium spp., S. arvensis, C. bursapastoris, G. tetrahit, Matricaria spp., G. aparine, Polygonum spp., C. cyanus, Lamium spp., M. arvensis, S. media, Vicia spp., Convolvulus arvensis, Sonchus arvensis, and B. napus. Tritosulfuron acts mainly through the treated leaves, and not via the soil. The compound has the advantage of having a short soil half-life (DT50), which allows recropping after 60 days without plowing.
Tritosulfuron is selective in the following cereal crops: wheat, rye, barley, triticale, oat, durum wheat, and spelt. The application window of tritosulfuron in all winter and summer cereals ranges from vegetation start up to growth stage (GS) 39. Sold in maize as “Tooler®,” it can be applied from GS 12 to GS 18.
[Mechanism of action]

Inhibits amino acid sysnthesis. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
[Pesticide Type]

Herbicide
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