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Fenoxaprop

PESTANAL®, analytical standard

Synonym(s):

2-{4-[(6-Chlorobenzoxazol-2-yl)oxy]phenoxy}propionic acid

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About This Item

Empirical Formula (Hill Notation):
C16H12ClNO5
CAS Number:
Molecular Weight:
333.72
Beilstein:
8395406
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

storage temp.

2-8°C

SMILES string

CC(Oc1ccc(Oc2nc3ccc(Cl)cc3o2)cc1)C(O)=O

InChI

1S/C16H12ClNO5/c1-9(15(19)20)21-11-3-5-12(6-4-11)22-16-18-13-7-2-10(17)8-14(13)23-16/h2-9H,1H3,(H,19,20)

InChI key

MPPOHAUSNPTFAJ-UHFFFAOYSA-N

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General description

Fenoxaprop is the chiral metabolite formed due to the degradation of its parent compound – Fenoxaprop-ethyl, in soil. Fenoxaprop belongs to the group of aryloxyphenoxypropionate (APP) herbicides and has been used widely for the selective postemergence control of annual and perennial grass weeds in broadleaf crops. This systemic herbicide is primarily absorbed by leaves, translocated both acropetally and basipetally in the phloem and xylem to roots or rhizomes. Fenoxaprop acts by inhibiting acetyl CoA carboxylase (ACCase) – a key enzyme in lipid biosynthesis and blocks the production of phospholipids used in building new membranes.

According to Commission Regulation (1107/2009), fenoxaprop is not approved for use as a plant protection product in the European Union. However, a default MRL of 0.01 mg/kg is set according to Art 18(1)(b) Reg 396 / 2005.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support. The analytical standard (Pestanal) can be used to:

  • Develop an HPLC method for the determination of fenoxaprop-ethyl and fenoxaprop residues in four soil types using two extraction procedures
  • Validate the resistance of fenoxaprop in wild oats in Turkey and investigate cross and multiple resistance patterns of fenoxaprop-resistant wild oat populations
  • Investigate the degradation of fenoxaprop-ethyl and fenoxaprop in three soils were under native and sterilized conditions using enantioselective high-performance liquid chromatography (HPLC)
  • Determine the effect of soil moisture, temperature, and light intensity on the spray deposition of fenoxaprop and imazamethabenz applied to wild oat plants
  • Investigate and quantify the resistance of Japanese foxtail (Alopecurus japonicus) to fenoxaprop and pinoxaden in China and elucidate the basis of resistance to these herbicides

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Susana Meseguer-Lloret et al.
Applied spectroscopy, 70(2), 312-321 (2016-02-24)
Two new chemiluminescence (CL) methods are described for the determination of the herbicide 4-(4-chloro-o-tolyloxy) butyric acid (MCPB). First, a flow injection chemiluminescence (FI-CL) method is proposed. In this method, MCPB is photodegraded with an ultraviolet (UV) lamp and the photoproducts
Shizuka Saito-Shida et al.
Analytical methods : advancing methods and applications, 13(7), 894-902 (2021-01-26)
A reliable multiresidue method was developed for determining multiclass acidic pesticides in cereal grains, legumes, vegetables, and fruits. The target pesticides comprise 75 compounds, including phenoxy acid, sulfonylurea, imidazoline, and triazolopyrimidine herbicides, with acidic dissociation constant (pKa) values of 1.9-5.9.
Giovanni D'Orazio et al.
Journal of chromatography. A, 1623, 461213-461213 (2020-06-09)
In the present study separation of enantiomers of some chiral neutral, basic and weakly acidic analytes was investigated on the chiral stationary phase (CSP) made by covalent immobilization of amylose tris(3-chloro-5-methylphenylcarbamate) onto aminopropylsilanized (APS) silica in nano-liquid chromatography (nano-LC) in
Giovanni D'Orazio et al.
Journal of chromatography. A, 1606, 460425-460425 (2019-09-01)
In the present study separation of enantiomers of some chiral neutral and weakly acidic analytes was investigated on the chiral stationary phase (CSP) made by covalent immobilization of amylose tris(3-chloro-5-methylphenylcarbamate) onto silica in nano-liquid chromatography (nano-LC) and capillary electrochromatography (CEC)
Mahboob Nemati et al.
Journal of separation science, 43(6), 1119-1127 (2019-12-27)
A stir bar sorptive extraction method coupled with deep eutectic solvent based solidification of floating organic droplets-dispersive liquid-liquid microextraction has been used for the simultaneous derivatization and extraction of some acidic pesticides in tomato samples. In this method, initially the

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