ChemicalBook--->CAS DataBase List--->128639-02-1

128639-02-1

128639-02-1 Structure

128639-02-1 Structure
IdentificationBack Directory
[Name]

CARFENTRAZONE-ETHYL
[CAS]

128639-02-1
[Synonyms]

AURORA
Aim(TM)
AFFINITY
Aurora 50wg
CARFENTRAZON ETHYL
Aurora (pesticide)
CARFENTRAZONE-ETHYL
Carfentrazole-ethyl
Carfentrazone Ethyl Ester
Carfentrazone-ethyl Standard
Carfentrazone-ethyl [iso:bsi]
Einecs annex I index 607-309-00-5
carfentrazone-ethyl (bsi, pa iso)
Carfentrazone-ethyl Solution, 100ppm
Carfentrazone-ethyl@100 μg/mL in Acetonitrile
Carfentrazone-ethyl@1000 μg/mL in Acetonitrile
Ethyl 2-chloro-3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluorophenyl]propanoate
ETHYL-ALPHA,2-DICHLORO-5-[4-(DIFLUOROMETHYL)-4,5-DIHYDRO-3-METHYL-5-OXO-1H-1,2,4-TRIAZOL-1-YL]-4-FLUOROBENZENEPROPANOATE
ETHYL 2-CHLORO-3-[2-CHLORO-4-FLUORO-5-[4-(DIFLUOROMETHYL)-4,5-DIHYDRO-3-METHYL-5-OXO-1H-1,2,4TRIAZOL-1-YL]PHENYL]PROPANOAT
ethyl 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1h-1,2,4-triazol-1-yl]-4-fluoro-phenyl}propionate
Benzenepropanoic acid, a,2-dichloro-5-[4-(difluoroMethyl)-4,5-dihydro-3-Methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluoro-,ethyl ester
Ethyl (RS)-2-chloro-3-[2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorophenyl]propionate
Benzenepropanoic acid, α,2-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluoro-, ethyl ester
Benzenepropanoic acid, .alpha.,2-dichloro-5-4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl-4-fluoro-, ethyl ester
carfentrazone-ethyl (ISO) ethyl (RS)-2-chloro-3-[2-chloro-4-fluoro-5-[4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]phenyl]propionate
Ethyl 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluoro-phenyl}propionate, Ethyl-α,2-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorobenzenepropanoate
[EINECS(EC#)]

205-516-1
[Molecular Formula]

C15H14Cl2F3N3O3
[MDL Number]

MFCD03792738
[MOL File]

128639-02-1.mol
[Molecular Weight]

412.19
Chemical PropertiesBack Directory
[Melting point ]

-22.1°
[Boiling point ]

bp 760 350-355°
[density ]

d20 1.457 g/cm3
[Fp ]

>110°C
[storage temp. ]

0-6°C
[solubility ]

Chloroform (Slightly), Methanol (Sparingly)
[form ]

neat
[pka]

-2.26±0.20(Predicted)
[Water Solubility ]

21.98mg/L(temperature not stated)
[BRN ]

9081231
[Henry's Law Constant]

3.3×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
[Major Application]

agriculture
environmental
[InChI]

1S/C15H14Cl2F3N3O3/c1-3-26-13(24)10(17)4-8-5-12(11(18)6-9(8)16)23-15(25)22(14(19)20)7(2)21-23/h5-6,10,14H,3-4H2,1-2H3
[InChIKey]

MLKCGVHIFJBRCD-UHFFFAOYSA-N
[SMILES]

CCOC(=O)C(Cl)Cc1cc(N2N=C(C)N(C(F)F)C2=O)c(F)cc1Cl
[NIST Chemistry Reference]

Carfentrazone ethyl(128639-02-1)
[EPA Substance Registry System]

Carfentrazone-ethyl (128639-02-1)
Safety DataBack Directory
[Symbol(GHS) ]

Environment (GHS09)
GHS09
[Signal word ]

Warning
[Hazard statements ]

H410
[Precautionary statements ]

P273-P391-P501
[Hazard Codes ]

N
[Risk Statements ]

50/53
[Safety Statements ]

60-61
[RIDADR ]

UN3082 9/PG 3
[WGK Germany ]

2
[RTECS ]

DA8343383
[HS Code ]

29339900
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
[Hazardous Substances Data]

128639-02-1(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): 5143 orally (female); >4000 dermally (Van Saun)
Hazard InformationBack Directory
[Description]

Carfentrazone-ethyl is a commonly used herbicide. It has a moderate aqueous solubility, a low volatility and, based on its chemical properties, would not normally be expected to leach to groundwater. It is not normally persistent in soil or water systems. It has a low mammalian toxicity and no significant negative health effects have been identified. It is moderately toxicity to mostspecies.
[Uses]

Carfentrazone-ethyl is a triazolone herbicides and is a derivative of Carfentrazone. Carfentrazone-ethyl was found to be suitable against complex weed flora in wheat.
[Uses]

Post-emergent herbicide.
[Definition]

ChEBI:Ethyl 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoate is an ethyl ester resulting from the formal condensation of the carboxy group of 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid with ethanol. It has a role as a proherbicide.
[Production Methods]

Carfentrazone-ethyl is synthesised through a two-step chemical process. The first step involves a diazo arylation reaction between 1-(5-amino-4-chloro-2-fluorophenyl)-4-difluoromethyl-3-methyl-1H-1,2,4-triazol-5-one and acrylic acid, forming a substituted propionic acid intermediate. This intermediate, 2-chloro-3-[2-chloro-5-(difluoromethyl-dihydro-methyl-oxo-triazolyl)-fluorophenyl]propionic acid, is then subjected to esterification with ethanol in the presence of an acidic catalyst to yield carfentrazone-ethyl.
[Mechanism of action]

Contact, absorbed by foliage with limited translocation. Inhibition of protoporphyrinogen oxidase (PPO) - cell membrane disruption
[Pesticide Type]

Herbicide
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