122836-35-5

Basic information

• Product Name: SULFENTRAZONE
• Synonyms: 2′,4′-dichloro-5′-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)methanesulfonanilide;N-(2,4-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenyl)methanesulfonamide;SULFENTRAZONE,FMC 97285;Methanesulfonamide, N-2,4-dichloro-5-4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-ylphenyl-;2',4'-dichloro-5'-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl) methanesulfonanilide;Sulfentrazone standard;N-(2,4-dichloro-5-(4-(difluoroMethyl)-3-Methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phenyl)MethanesulfonaMide;FREE SAMPLE NCV SULFENTRAZONE TECHNICAL
• CAS NO: 122836-35-5
• Molecular Formula: C₁₁H₁₀Cl₂F₂N₄O₃S
• Molecular Weight: 387.19
• Mol File: 122836-35-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 75-78°
• Boiling Point: 468.2 °C at 760 mmHg
• Flash Point: 237 °C
• Appearance: /
• Density: 1.72 g/cm³
• Vapor Pressure: 6.1E-09mmHg at 25°C
• Refractive Index: 1.646
• Storage Temp.: 0-6°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 6.56(at 25℃)
• CAS DataBase Reference: SULFENTRAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: SULFENTRAZONE(122836-35-5)
• EPA Substance Registry System: SULFENTRAZONE(122836-35-5)

Safety Data

• RIDADR: UN3077 (solid); UN3082(liquid)
• Hazardous Substances Data: 122836-35-5(Hazardous Substances Data)

Usage

Description

Solubility. In water at 25 ?C: 100 mg/L at pH 6, 800 mg/mL at pH 7, 1,600 mg/mL at pH 7.5; soluble to some extent in acetone and other polar organic solvents Pka. 6.56 Stability. Stable

Uses

Different sources of media describe the Uses of 122836-35-5 differently. You can refer to the following data:
1. Sulfentrazone is an herbicide used for controlling sedges in turfgrass.
2. Herbicide.

Trade name

AUTHORITY? Sulfentrazone; CANOPY XL?; COVER?; F6285?; FMC? 97285; GAUNTLET?; SPARTAN?; SULFENTRAZONE? (F6285) 4F; SULFENTRAZONE? (F6285) 75DF

Metabolic pathway

When 14C-sulfentrazone is applied to coffee senna and sicklepod through the roots, 83% of the parent compound remains in coffee senna leaf tissue after 9 h exposure and in contrast, sicklepod takes up relatively less sulfentrazone through the root and metabolizes sulfentrazone in the foliage more rapidly than coffee senna. The primary detoxification reaction appears to be oxidation of the methyl group on the triazolinone ring, resulting in the formation of the more polar hydroxymethyl derivative. The aniline analog is identified as a plant-specific metabolite. The tolerance of sicklepod to sulfentrazone is primarily due to a relatively high rate of metabolism of sulfentrazone compared with coffee senna. When 14C-sulfentrazone is administered orally to rats, goats, and hens in a daily diet, administered radioactivity is quantitatively excreted in the urine, feces, or hen excreta. In all of the species, unchanged sulfentrazone and two non-conjugated metabolites are found, which are 3-hydroxymethyl and carboxylic acid derivatives, the latter of which decomposes at high temperature or acidic pH to give the corresponding desmethyl analog of sulfentrazone. In rats, a minor reduction metabolite is detected which is tentatively characterized as the 2,3-dihydro-3-hydroxymethyl derivative.

InChI:InChI=1/C11H10Cl2F2N4O3S/c1-5-16-19(11(20)18(5)10(14)15)9-4-8(17-23(2,21)22)6(12)3-7(9)13/h3-4,10,17H,1-2H3

Upstream product

• 3144-09-0 methanesulfonamide 
• 22863-24-7 5-methyl-2-phenyl-2,4-dihydro-[1,2,4]triazol-3-one 
• 111992-18-8 2-(5-amino-2,4-dichlorophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one 
• 16156-53-9 isobutyl methanesulfonate 
• 1912-31-8 propyl methanesulfonate 
• 66-27-3 Methyl methanesulfonate 
• 79604-49-2 4,5-dihydro-1-(2,4-dichlorophenyl)-3-methyl-1,2,4-triazol-5(1H)-one 
• 103998-84-1 2-(2-(2,4-dichlorophenyl)hydrazono)propanoic acid 
• 111992-17-7 4,5-dihydro-3-methyl-4-difluoromethyl-1-(2,4-dichloro-5-nitrophenyl)-1,2,4-triazole-5(1H)-one 
• 22863-24-7 1-phenyl-3-methyl-1H-1,2,4-triazol-5-one 
• 109913-40-8 1-(2-chlorophenyl)-3-methyl-1H-1,2,4-triazol-5(4H)-one 
• 111992-16-6 4,5-dihydro-3-methyl-4-difluoromethyl-1-(2,4-dichlorophenyl)-1,2,4-triazol-5(1H)-one 
• 124-63-0 methanesulfonyl chloride 

Relevant articles and documents

Preparation method of sulfonyl carfentrazone-ethyl

The invention relates to a preparation method of sulfonyl carfentrazone-ethyl, which takes 2, 4-dichloroaniline as an initial raw material, and comprises the following steps of: 1, carrying out nitration reaction on a benzene ring of the 2, 4-dichloroaniline; as the N-difluoromethyl substituted triazolinone ring is formed, nitration and reduction reactions on the benzene ring can be carried out before the N-difluoromethyl substituted triazolinone ring is formed, and the N-difluoromethyl substituted triazolinone ring does not need to be placed in reaction environments such as mixed acid nitration and nitro reduction in the presence of concentrated sulfuric acid and concentrated nitric acid, so that the generation of byproducts is reduced, and the synthesis yield of the compound is improved; the production cost of the compound is reduced; and moreover, the problem that an N-difluoromethyl substituted triazolinone ring is unstable under certain nitrification conditions is also avoided, so that the nitrification and reduction methods have more choices, and a more advanced sulfonyl carfentrazone-ethyl production process is favorably developed.

Novel preparation method of sulfentrazone

The invention relates to the field of organic synthesis, and particularly relates to a novel preparation method of sulfentrazone. The novel preparation method comprises the following steps: performinga reaction on 2-(2,4-dichlorophenyl)-4-(difluoromethyl)

PROCESSES FOR THE SYNTHESIS OF SULFENTRAZONE

Disclosed are processes for the synthesis of sulfentrazone, which provide a high conversion of sulfentrazone amine and high yield of the final sulfentrazone product.