ChemicalBook--->CAS DataBase List--->256412-89-2

256412-89-2

256412-89-2 Structure

256412-89-2 Structure
IdentificationBack Directory
[Name]

metamifop
[CAS]

256412-89-2
[Synonyms]

metamifop
MetaMifop 90%
Metamifop [iso]
Metamifop, >=95%
Metamifop Solution, 100ppm
Metamifop@100 μg/mL in Acetonitrile
Metamifop@1000 μg/mL in Acetonitrile
2-[4-[(6-Chloro-2-benzoxazolyl)oxy]phenoxy]-N-(2-fluorophenyl)-N-MethylpropanaMide
Propanamide, 2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy]-N-(2-fluorophenyl)-N-methyl-
2-[4-(6-Chlorobenzo[d]oxazol-2-yloxy)phenoxy]-N-(2-fluorophenyl)-N-methylpropionamide
2-(4-((6-Chlorobenzo[d]oxazol-2-yl)oxy)phenoxy)-N-(2-fluorophenyl)-N-methylpropanamide
(2R)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy]-N-(2-fluorophenyl)-N-methylpropanamide
2-{4-[(5-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}-N-(2-fluorophenyl)-N-methylpropanamide
(RS)-2-[4-[(6-Chloro-2-benzoxazolyl)oxy]phenoxy]-N-(2-fluorophenyl)-N-methylpropanamide
2-[4-(6-Chlorobenzo[d]oxazol-2-yloxy)phenoxy]-N-(2-fluorophenyl)-N-methylpropionamide,97%
(R)-2-(4-((6-Chlorobenzo[d]oxazol-2-yl)oxy)phenoxy)-N-(2-fluorophenyl)-N-methylpropanamide
(R)-2-(4-((5-chlorobenzo[d]oxazol-2-yl)oxy)phenoxy)-N-(2-fluorophenyl)-N-MethylpropanaMide
(2R)-2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]-N-(2-fluorophenyl)-N-methylpropanamide
MetaMifop((2R)-2-[4-[(6-Chloro-2-benzoxazolyl)oxy]phenoxy]-N-(2-fluorophenyl)-N-MethylpropanaMide
[EINECS(EC#)]

218-362-5
[Molecular Formula]

C23H18ClFN2O4
[MDL Number]

MFCD22577272
[MOL File]

256412-89-2.mol
[Molecular Weight]

440.851
Chemical PropertiesBack Directory
[Melting point ]

77-81℃
[Boiling point ]

589.6±60.0 °C(Predicted)
[density ]

1.363±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

Soluble in methanol, chloroform and dimethyl sulfoxide.
[form ]

Solid
[pka]

0.16±0.50(Predicted)
[color ]

Light Beige to Brown
[Henry's Law Constant]

1.6×101 mol/(m3Pa) at 25℃, MacBean (2012)
[InChI]

InChI=1S/C23H18ClFN2O4/c1-14(22(28)27(2)20-6-4-3-5-18(20)25)29-16-8-10-17(11-9-16)30-23-26-19-12-7-15(24)13-21(19)31-23/h3-14H,1-2H3
[InChIKey]

ADDQHLREJDZPMT-UHFFFAOYSA-N
[SMILES]

C(N(C1=CC=CC=C1F)C)(=O)C(OC1=CC=C(OC2=NC3=CC=C(Cl)C=C3O2)C=C1)C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H317-H332-H400-H410
[Precautionary statements ]

P261-P280g-P304+P340-P312a-P321-P501a
[Hazard Codes ]

Xn,N
[Risk Statements ]

20-43-50/53
[Safety Statements ]

36/37-60-61
[HazardClass ]

9
Hazard InformationBack Directory
[Chemical Properties]

Chloroform, DMSO, Methanol
[Uses]

An aryloxyphenoxypropionate (AOPP) post-emergence herbicide that shows an exclusive whole plant safety to rice with a high control efficacy to annual grass weeds, especially barnyardgrass.
[Definition]

ChEBI: 2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}-N-(2-fluorophenyl)-N-methylpropanamide is a member of the class of 1,3-benzoxazoles that is 6-chloro-1,3-benzoxazol-2-ol in which the hydrogen of the hydroxy group at position 2 is substituted by a 4-({1-[(2-fluorophenyl)(methyl)amino]-1-oxopropan-2-yl}oxy)phenyl group. It is a member of 1,3-benzoxazoles, an organochlorine compound, an aromatic ether, a member of monofluorobenzenes and a tertiary carboxamide.
[Production Methods]

Metamifop is commercially produced through a multi-step synthesis involving aryloxyphenoxypropionate chemistry, starting with the preparation of key intermediates such as 6-chlorobenzoxazole and fluorophenyl derivatives. The process includes etherification of the benzoxazole with a phenol derivative, followed by amidation with N-methylpropanamide containing a fluorinated aromatic ring. These steps are carried out under controlled conditions using organic solvents and catalysts to ensure high yield and purity.
[Mechanism of action]

Acetyl CoA carboxylase inhibitor (ACCase) - distrupts fatty acid biosynthesis and lipid formation. Causes chlorosis leading to growth retardation
[Pesticide Type]

Herbicide
Spectrum DetailBack Directory
[Spectrum Detail]

metamifop(256412-89-2)1HNMR
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