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Mecoprop-P

PESTANAL®, analytical standard

Synonym(s):

(R)-2-(4-Chloro-2-methylphenoxy)propionic acid

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About This Item

Empirical Formula (Hill Notation):
C10H11ClO3
CAS Number:
16484-77-8
Molecular Weight:
214.65
Beilstein:
5261833
EC Number:
240-539-0
MDL number:
MFCD00144037
UNSPSC Code:
41116107
PubChem Substance ID:
329755505
NACRES:
NA.24

grade

analytical standard

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

application(s)

agriculture
environmental

format

neat

SMILES string

C[C@@H](Oc1ccc(Cl)cc1C)C(O)=O

InChI

1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)/t7-/m1/s1

InChI key

WNTGYJSOUMFZEP-SSDOTTSWSA-N

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General description

Mecoprop-p is a synthetic auxin herbicide belonging to the chemical class of phenoxyalkanoic acid. It is used widely for post-emergence control of broad-leaved weeds in winter and spring wheat (including durum and spelt), barley, rye, oats, herbage, seed crops, and grassland.

Mecoprop-P is approved for its use in the European Union. Maximum residue levels (MRLs) have been set according to Reg (EC) No 149/2008 for mecoprop-P as a sum of mecoprop-P and mecoprop expressed as mecoprop for various products of plant origin from 0.05 to 0.1 mg/kg.


Mecoprop-p was included in Annex I to Directive 91/414/EEC on 01 June 2004. It is listed as one of the active substances in Regulation (EU) No 686/2012 according to the renewal procedure of the approval of active substances submitted under Article 14 of Regulation (EC) No 1107/2009.

Application

The analytical standard can be used for the following:
  • To investigate the relationships between soil depth, the biodegradation of mecoprop-p, and the copy number and diversity of the tfdA gene group
  • Study of adsorption and desorption behavior of two phenoxyalkanoic acid herbicides in a Haplic Cambisol with tillage and grassland management using a batch equilibrium method
  • To investigate the persistence of S-metalachlor, bentazon, isoproturon, and mecaprop-P in heavy metal contaminated soil before and after EDTA-based remediation
  • To assess the effects of mecoprop, mecoprop-p, and their biodegradation compound 2-methyl-4-chlorophenol on two larval stages of Crassostrea gigas
  • To study adsorption-desorption Nicosulfuron and the ionic pesticide Mecoprop-P on a calcined Mg-Al hydrotalcite (HT-500) in the presence and absence of various anions

Legal Information

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

Signal Word

Danger

Hazard Statements

H302,H318,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Antoine Mottier et al.
Aquatic toxicology (Amsterdam, Netherlands), 146, 165-175 (2013-12-11)
Studies have shown that pesticides are sometimes detected at rather high levels in seawater and it has been suggested that these chemical compounds could act as additional stress factor for oysters cultured in coastal environments. The effects of pesticides on
Kalyani Paranjape
The Pesticide Encyclopedia, 291-291 (2014)
Cécile Périllon et al.
Environmental pollution (Barking, Essex : 1987), 272, 116405-116405 (2021-01-18)
Mecoprop-P (MCPP-P) is an auxin herbicide which has been used against dicotyledonous weed plants since the 1980s. While fate and monitoring data of MCPP-P in the aquatic environment revealing concentrations up to 103 μg/L in freshwaters are well documented, only very
Maria Arena et al.
EFSA journal. European Food Safety Authority, 15(5), e04832-e04832 (2017-05-18)
The conclusions of EFSA following the peer review of the initial risk assessments carried out by the competent authorities of the rapporteur Member State, the United Kingdom, and co-rapporteur Member State, Ireland, for the pesticide active substance mecoprop-P are reported.
Terence Robert Roberts, David Herd Hutson
Metabolic Pathways of Agrochemicals: Herbicides and plant growth regulators;, 95-95 (1998)
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