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Thifensulfuron methyl

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Thifensulfuron methyl Basic information

Product Name:
Thifensulfuron methyl
Synonyms:
  • PINNACLE
  • PINNACLE (TM)
  • THIFENSULFURON-METHYL
  • 2-thiophenecarboxylicacid,3-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)
  • dpx-m6316
  • methyl3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)-2-thenoate
  • thiameturon-methyl
  • HARMONY
CAS:
79277-27-3
MF:
C12H13N5O6S2
MW:
387.39
EINECS:
616-673-4
Product Categories:
  • H
  • HA -HTPesticides&Metabolites
  • Alpha sort
  • Herbicides
  • Pesticides&Metabolites
  • H-MAlphabetic
  • Q-ZAlphabetic
  • TF - TOPesticides&Metabolites
  • Urea structure
Mol File:
79277-27-3.mol
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Thifensulfuron methyl Chemical Properties

Melting point:
176°C
Density 
1.560±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
Water Solubility 
Practically insoluble in water
solubility 
DMSO (Slightly, Heated), Methanol (Slightly, Heated)
pka
pKa at 25°: 4.0
form 
Solid
color 
White to Almost white
λmax
280nm(Acidic aq.)(lit.)
Merck 
14,9316
BRN 
7448062
LogP
1.560
CAS DataBase Reference
79277-27-3(CAS DataBase Reference)
EPA Substance Registry System
Thifensulfuron-methyl (79277-27-3)
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Safety Information

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
UN3077 9/PG 3
WGK Germany 
2
RTECS 
XM8463000
HazardClass 
9
PackingGroup 
III
HS Code 
29350090
Hazardous Substances Data
79277-27-3(Hazardous Substances Data)
Toxicity
LC50 (96-hour) for both bluegill sun?sh and rainbow trout >100 mg/L; LC50 (48-hour) for Daphnia magna >1,000 mg/L (Humburg et al., 1989); acute oral LD50 for rats >5,000 mg/kg (Hartley and Kidd, 1987).
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Thifensulfuron methyl Usage And Synthesis

Uses

Postemergence herbicide used to control wild garlic and many broad-leaved weeds in barley and spring wheat.

Uses

Herbicide.

Definition

ChEBI: A methyl ester resulting from the formal condensation of the carboxy group of thifensulfuron with methanol. It is used as a post-emergence herbicide for the control of grass and broad-leaved weeds.

Agricultural Uses

Herbicide: A herbicide for postemergence broadleaf weed control in crops for food such as soybeans and cotton. Not listed for use in EU countries.

Trade name

ALLY®; BASIS® (rimsulfuron + thifensulfuron methyl); CANVAS® (thifensulfuron methyl + tribenuron methyl + metsulfuron-methyl); DPX-M6316®; EXPRESS®; HARMONY® Extra (thifensulfuron methyl + tribenuron methyl); INM-6316®; PINNACLE®; PROSPECT®; RELIANCE® SYNCHRONY®, (chlorimuron- ethyl + thifensulfuron methyl)

Environmental Fate

Chemical/Physical. May hydrolyze in aqueous solutions forming methyl alcohol and 3-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)-2- thiophenecarboxylic acid.

Metabolic pathway

The hydrolytic degradation of thifensulfuron methyl is pH dependent and, in alkaline condition, specifically yields the corresponding free acid. Primary degradation cleaves the sulfonylurea moiety to give two typical hydrolyzed products, sulfonamide and aminotriazine analogs, derived from thifensulfuron methyl in acidic and neutral conditions. Hydrolysis of the ester linkage proceeds in mammals, plants, soils, and also chemical hydrolysis, and opening of the triazine ring occurs to yield the acetyltriuret analog identified. On the other hand, by hydrolysis, O- demethylated thifensulfuron methyl undergoes opening of the triazine ring to give the corresponding acetyltriuret analog. Under photolytic conditions, methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2- yl)aminothiophene-2-carboxylate is identified.

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