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Merck

34148

Metolachlor OA

PESTANAL®, analytical standard

Synonym(s):

BSTFA, TMCS, N-(2-Ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)oxalamic acid, [(2-Ethyl-6-methylphenyl)(2-methoxy-1-methylethyl)amino]oxo-acetic acid

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About This Item

Empirical Formula (Hill Notation):
C15H21NO4
CAS Number:
152019-73-3
Molecular Weight:
279.33
NACRES:
NA.24
PubChem Substance ID:
329754849
UNSPSC Code:
41116107
MDL number:
MFCD08702643

Product Name

Metolachlor OA, PESTANAL®, analytical standard

InChI key

LNOOSYCKMKZOJB-UHFFFAOYSA-N

SMILES string

CCc1cccc(C)c1N(C(C)COC)C(=O)C(O)=O

InChI

1S/C15H21NO4/c1-5-12-8-6-7-10(2)13(12)16(11(3)9-20-4)14(17)15(18)19/h6-8,11H,5,9H2,1-4H3,(H,18,19)

grade

analytical standard

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

reaction suitability

reagent type: derivatization reagent
reaction type: Silylations

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

Quality Level

100

Related Categories

Application

Metolachlor OA may be used as an analytical reference standard for the determination of the analyte in water by solid phase extraction and liquid chromatography/electrospray ionization tandem mass spectroscopy (LC/ESI MS/MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Metolachlor is used for the control of broadleaf weeds and annual grasses primarily in corn, soybean, and sorghum. Active compounds of metolachlor pesticide may be converted by the target insects or plants or may be degraded in the environment to form the corresponding oxanillic (OA) acids. Metolachlor OA is one of the metabolite of metolachlor.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Reagent for trimethylsilyl (TMS).

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6808
BCCM1695
BCCJ7540
BCCF7275
BCCB4590

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Alzbeta Stara et al.
Chemosphere, 224, 616-625 (2019-03-09)
Increasing production of energy crops in Europe, mainly maize and rapeseed, has altered patterns of pesticide use in recent decades. The long-term effects of S-metolachlor (S-M) and of its metabolite metolachlor OA (M-OA) at the environmentally relevant concentration of 4.2 μg L-1
Josef Velisek et al.
The Science of the total environment, 643, 1456-1463 (2018-09-08)
The metolachlor OA is a metabolite of herbicide metolachlor and s-metolachlor. The objective of the present study was to assess the effect metolachlor OA on early life stages of marbled crayfish (Procambarus virginalis). The early life stages of marbled crayfish
Robert A Yokley et al.
Analytical chemistry, 74(15), 3754-3759 (2002-08-15)
A Good Laboratory Practices (GLP) validated, multiresidue analytical method is presented for the determination of the chloroacetanilide herbicides metolachlor, acetochlor, and alachlor, the chloroacetamide herbicide dimethenamid, and their respective ethanesulfonic (ESA) and oxanillic (OA) acid degradates in ground and surface
Hidenori Matsukami et al.
The Science of the total environment, 493, 672-681 (2014-07-06)
Chlorinated and non-halogenated organophosphorus flame retardants (OPFRs) including tris(2-chloroisopropyl) phosphate (TCIPP), diethylene glycol bis(di(2-chloroisopropyl) phosphate) (DEG-BDCIPP), triphenyl phosphate (TPHP), and bisphenol A bis(diphenyl phosphate) (BPA-BDPP) have been used increasingly as alternatives to polybrominated diphenyl ethers and other brominated flame retardants.
Mariusz Krupiński et al.
Journal of hazardous materials, 280, 678-684 (2014-09-16)
4-n-Nonylphenol (4-n-NP) is an environmental pollutant with endocrine-disrupting activities that is formed during the degradation of nonylphenol polyethoxylates, which are widely used as surfactants. Utilization of 4-n-NP by the filamentous fungus Aspergillus versicolor as the sole carbon and energy source
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