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25190

Sigma-Aldrich

4-Chloro-2-methylphenoxyacetic acid

technical, ≥95.0% (T)

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Synonym(s):
4-Chloro-o-tolyloxyacetic acid, MCPA
Linear Formula:
ClC6H3(CH3)OCH2CO2H
CAS Number:
Molecular Weight:
200.62
Beilstein:
2051752
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical

Quality Level

Assay

≥95.0% (T)

form

solid

mp

114-118 °C (lit.)

solubility

water: insoluble(lit.)

SMILES string

Cc1cc(Cl)ccc1OCC(O)=O

InChI

1S/C9H9ClO3/c1-6-4-7(10)2-3-8(6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12)

InChI key

WHKUVVPPKQRRBV-UHFFFAOYSA-N

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General description

4-Chloro-2-methylphenoxyacetic acid (MPCA) is a herbicide. Various MCPA-mineralising bacterial combinations has been tested using a high-throughput microplate radiorespirometric mineralisation assay. Degradation mechanisms of OH and MCPA including molecular form and anionic form have been studied. Rapid and sensitive LC-electrospray tandem mass spectrometry method has been developed for the quantitation of MCPA in water and soil samples.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Urse S Krüger et al.
Pest management science, 71(2), 257-265 (2014-04-17)
The herbicide 4-chloro-2-methylphenoxyacetic acid (MCPA) is found frequently in Danish groundwater in concentrations exceeding the EU threshold limit of 0.1 µg L(-1) . Groundwater is used for drinking water, and one potential remediation strategy is bioaugmentation using inoculation of sand filters at
G G Bond et al.
British journal of industrial medicine, 50(4), 340-348 (1993-04-01)
For the purpose of assessing the human carcinogenic potential of the chlorophenoxy herbicides MCPA, MCPP, and 2,4-DP, the relevant epidemiological and toxicological evidence is reviewed. These compounds have not produced tumours in animal studies conducted under current test guidelines, giving
O Pozo et al.
Journal of chromatography. A, 923(1-2), 75-85 (2001-08-21)
A rapid and sensitive LC-electrospray tandem mass spectrometry method has been developed for the quantitation of 4-chloro-2-methylphenoxyacetic acid (MCPA) and 4-chloro-2-methylphenol in both water and soil samples. Soil samples were extracted in alkaline media and cleaned-up by solid-phase extraction with
Nora Badawi et al.
Environmental pollution (Barking, Essex : 1987), 170, 32-38 (2012-07-06)
Soil suspensions (slurries) are commonly used to estimate the potential of soil microbial communities to mineralize organic contaminants. The preparation of soil slurries disrupts soil structure, however, potentially affecting both the bacterial populations and their protozoan predators. We studied the
Meriç Batıoğlu-Pazarbaşı et al.
FEMS microbiology ecology, 80(2), 331-341 (2012-05-23)
Centimetre-scale vertical distribution of mineralization potential was determined for 2,4-dichlorophenoxyacetic acid (2,4-D), 4-chloro-2-methylphenoxyacetic acid (MCPA) and 2-(4-chloro-2-methylphenoxy)propanoic acid (MCPP) by 96-well microplate radiorespirometric analysis in aquifer sediment sampled just below the groundwater table. Mineralization of 2,4-D and MCPA was fastest

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