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86209-51-0

86209-51-0 Structure

86209-51-0 Structure
IdentificationMore
[Name]

Primisulfuron-methyl
[CAS]

86209-51-0
[Synonyms]

BEACON
methyl 2-[4,6-bis(difluoromethoxy)pyrimidin-2-ylcarbamoylsulfamoyl]benzoate
PRIMISULFURON-METHYL
methyl 2-(((((4,6-bis(difluoromethoxy)-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)benzoate
methyl 2-(4,6-bia-(difluoromethoxy)pyrimidin-2-ylcarbamoylsulfamoyl)benzoate
Tell
PRIMISULFURON-METHYL PESTANAL, 250 MG
Benzoic acid, 2-4,6-bis(difluoromethoxy)-2-pyrimidinylaminocarbonylaminosulfonyl-, methyl ester
pirimisulfuron-methyl (bsi,iso)
PRIMISULPHURON-METHYL
CGA 136872
3-(4,6-(Tetrafluoromethoxy)pyrimidin-2-yl)-1-((2-methoxycarbonyl)phenylsulfonyl)urea
3-(4,6-Bis(difluoromethoxy)pyrimidin-2-yl)-1-(2-methoxycarbonylphenylsulfonyl)urea
2-[[[[[4,6-Bis(difluoromethoxy)-2-pyrimidinyl]amino]carbonyl]amino]sulfonyl]benzoic acid methyl ester
[EINECS(EC#)]

252-615-0
[Molecular Formula]

C15H12F4N4O7S
[MDL Number]

MFCD00337169
[Molecular Weight]

468.34
[MOL File]

86209-51-0.mol
Chemical PropertiesBack Directory
[Melting point ]

203.1° (Maurer); mp 186-188° (Meyer)
[density ]

1.61 g/cm3
[Fp ]

203 °C
[storage temp. ]

2-8°C
[form ]

neat
[pka]

3.78±0.10(Predicted)
[Merck ]

13,7836
[BRN ]

6673850
[Henry's Law Constant]

7.0×106 mol/(m3Pa) at 25℃, HSDB (2015)
[CAS DataBase Reference]

86209-51-0(CAS DataBase Reference)
[EPA Substance Registry System]

86209-51-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50/53
[Safety Statements ]

60-61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[RTECS ]

DG4436000
[Hazardous Substances Data]

86209-51-0(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): >4000 orally; >2000 dermally (Maurer)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dichloromethane-->Ammonium hydroxide-->Dimethyl malonate-->2-Aminopyrimidine-->Difluorochloromethane-->BENZENESULFONYL ISOCYANATE-->2-methylsulfonyl pyrimidine-->4,6-Dihydroxy-2-methythiopyrimidine-->Primisulfuron
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Methyl 2-[4,6-bis(difluoromethoxy)pyrimidin-2-ylcarbamoylsulfamoyl]benzoate(86209-51-0).msds
Hazard InformationBack Directory
[Uses]

Primisulfuron-methyl is a fungicide used in pesticides for weed control.
[Uses]

Primisulfuron-methyl is Herbicide.
[Production Methods]

The commercial production of primisulfuron-methyl involves a multi-step synthesis starting with methyl 2-chlorosulfonylbenzoate and 2-amino-4,6-bis(difluoromethoxy)pyrimidine. The process typically follows a Schotten–Baumann-type reaction, where the sulfonyl chloride reacts with the pyrimidine derivative to form a sulfonamide intermediate. This is then further reacted with isocyanate or carbamoyl chloride derivatives to introduce the sulfonylurea linkage, forming the final herbicidal compound. The synthesis is carried out under controlled conditions to ensure high purity and yield, followed by purification steps such as crystallisation.
[Hazard]

Moderately toxic by skin contact. Low toxicity by ingestion.
[Agricultural Uses]

Herbicide: A broad-spectrum herbicide. Actively registered for use in the U.S. Not approved for use in EU countries. There are 14 global suppliers.
[Trade name]

BEACON®; CGA 136,872®; EXCEED®; NORTHSTAR®; RIFLE®[C]; SPIRIT®; TELL®
[Mechanism of action]

Selective, systemic, absorbed through roots and foliage. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
[Pesticide Type]

Herbicide
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

86209-51-0(sigmaaldrich)
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