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72619-32-0

72619-32-0 Structure

72619-32-0 Structure
IdentificationMore
[Name]

2-(4-((3-Chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)-propanoic acid methyl ester
[CAS]

72619-32-0
[Synonyms]

2-(4-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)-propanoic acid methyl ester
HALOXYFOP-P-METHYL
HALOXYFOP-R-METHYL
Methyl (R)-2-(4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy)propionate
2-(4-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)-propanoicaci
2-(4-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)propanoicacid
haloxyfop(unstatedstereochemistry)
Propanoic acid, 2-4-3-chloro-5-(trifluoromethyl)-2-pyridinyloxyphenoxy-, methyl ester, (2R)-
(r)-2-{4-[3-chloro-5-(trifluoromethyl)-2-pyridyloxy]phenoxy}propanoic acid methyl ester
haloxyfop p-methyl solution
HALOXYFOP-R
Haloxyfop-methyl E.C.
[EINECS(EC#)]

406-250-0
[Molecular Formula]

C16H13ClF3NO4
[MDL Number]

MFCD04112762
[Molecular Weight]

375.73
[MOL File]

72619-32-0.mol
Chemical PropertiesBack Directory
[Boiling point ]

390.8±42.0 °C(Predicted)
[density ]

0.968
[vapor pressure ]

0Pa at 20℃
[Fp ]

2 °C
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Ethyl Acetate (Slightly)
[form ]

neat
[pka]

-1.52±0.32(Predicted)
[Water Solubility ]

8.74 mg/L at 20 ºC
[Henry's Law Constant]

8.3×102 mol/(m3Pa) at 25℃, Maniere et al. (2011)
[Stability:]

Hygroscopic
[Major Application]

agriculture
environmental
[InChI]

InChI=1S/C16H13ClF3NO4/c1-9(15(22)23-2)24-11-3-5-12(6-4-11)25-14-13(17)7-10(8-21-14)16(18,19)20/h3-9H,1-2H3/t9-/m1/s1
[InChIKey]

MFSWTRQUCLNFOM-SECBINFHSA-N
[SMILES]

C(OC)(=O)[C@H](OC1=CC=C(OC2=NC=C(C(F)(F)F)C=C2Cl)C=C1)C
[LogP]

4 at 20℃
[CAS DataBase Reference]

72619-32-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

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

Warning
[Hazard statements ]

H302-H410
[Precautionary statements ]

P264-P270-P273-P301+P312-P391-P501
[Hazard Codes ]

Xn;N,N,Xn,F
[Risk Statements ]

R22:Harmful if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36:Irritating to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

S2:Keep out of the reach of children .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN1648 3/PG 2
[WGK Germany ]

3
[REACH Registrations]

Active
[HS Code ]

29333990
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Hazard InformationBack Directory
[Chemical Properties]

Flupyrifos is colorless crystal, melting point 55~57℃, vapor pressure 0.80mPa(25℃), KowlgP=4.07.Henry's constant 3.23×10-2Pa-m3 /mol(calculated value), solubility in water 9.3mg/L(25℃); solubility in other solvents(kg/kg, 20℃): acetonitrile 4.0, acetone 3.5, dichloromethane 3.0, xylene 1.27. Dichloromethane 3.0, Xylene 1.27.
[Uses]

Haloxyfop-R-methyl-d3 is a labeled analogue of (R)-Haloxyfop Methyl Ester (H104020), which is a herbicide. It is used in the study of reduced rates of the acetyl-co enzyme A carboxylase (ACCase)-inhibiting herbicide.
[Definition]

ChEBI: Haloxyfop-P-methyl is a methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate that has R configuration. It is a proherbicide (by hydrolysis of the methyl ester) for the herbicide haloxyfop-P, the most active enantiomer of the racemic herbicide haloxyfop. It has a role as a proherbicide, an EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor and an agrochemical. It is functionally related to a haloxyfop-P. It is an enantiomer of a (S)-haloxyfop-methyl.
[Production Methods]

Haloxyfop R-methyl is synthesised through a multi-step process that constructs its pyridyl ether structure. The synthesis typically begins with 2,3-dichloro-5-trifluoromethylpyridine, which is dissolved in a polar aprotic solvent like dimethylacetamide. This is reacted with (R)-(+)-2-(4-hydroxyphenoxy)propionic acid methyl ester in the presence of a base such as potassium carbonate under nitrogen atmosphere and heat, forming the key ether linkage via nucleophilic substitution. After the reaction, the mixture is cooled and subjected to vacuum distillation to remove solvents, followed by aqueous workup and acid washing to eliminate residual bases and impurities. The organic phase is then washed repeatedly with deionized water and dried, and the final product is obtained by desolventising under heat.
[Mechanism of action]

Selective, absorbed by roots and foliage. Acetyl CoA carboxylase inhibitor (ACCase) - distrupts fatty acid biosynthesis and lipid formation.
[Pesticide Type]

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

72619-32-0(sigmaaldrich)
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