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About This Item
Empirical Formula (Hill Notation):
C14H16ClN3O
CAS Number:
Molecular Weight:
277.75
Beilstein:
621550
EC Number:
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
NMR: suitable
gas chromatography (GC): suitable
mp
74-78 °C
suitability
passes test for identity (NMR)
application(s)
agriculture
environmental
format
neat
SMILES string
Cc1cccc(C)c1N(Cn2cccn2)C(=O)CCl
InChI
1S/C14H16ClN3O/c1-11-5-3-6-12(2)14(11)18(13(19)9-15)10-17-8-4-7-16-17/h3-8H,9-10H2,1-2H3
InChI key
STEPQTYSZVCJPV-UHFFFAOYSA-N
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General description
Metazachlor is an α-chloracetamide derivative which is widely used as a herbicide for weed control in the cultivation of crucifers such as rape.
Application
Metazachlor may be used as an analytical standard for the determination of metazachlor in:
- Natural water samples by high performance liquid chromatography-electrospray-tandem mass spectrometry (HPLC-ESI-MS/MS).
- Plant foodstuffs by capillary gas chromatography equipped with electron capture detector (ECD) as well as nitrogen phosphorus detector (NPD) followed by MS analysis in electron impact ionization (EI) mode.
- Drinking and related waters by solid phase extraction (SPE) followed by GC-EI-MS.
- Wastewater samples by SPE and subsequent analysis with ultra-performance liquid chromatography combined with time of flight mass spectrometry (UPLC-TOF-MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Recommended products
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.
Legal Information
PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Skin Sens. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Monitoring of pesticides in drinking and related waters in NE Spain with a multiresidue SPE-GC-MS method including an estimation of the uncertainty of the analytical results
Quintana J, et al.
Journal of Chromatography A, 938(1-2), 3-13 (2001)
Ewa Szpyrka et al.
Scientific reports, 10(1), 3747-3747 (2020-03-01)
The study concerned dissipation of metazachlor and clomazone, herbicides widely used in rapeseed (Brassica napus L. subsp. napus) protection, applied to the clay soil under field and laboratory conditions. Furthermore, the uptake of these pesticide from soil by rapeseed plants
Christiane Wiemann et al.
Toxicology, 426, 152282-152282 (2019-08-30)
In a 2-year study the herbicide metazachlor (BAS 479H) was shown to significantly increase the incidence of liver tumours in female Wistar rats at a dietary level of 8000 ppm. As metazachlor is not a genotoxic agent, a series of in
Response of plankton communities in freshwater pond and stream mesocosms to the herbicide metazachlor
Mohr S, et al.
Environmental Pollution (Barking, Essex : 1987), 152(3), 530-542 (2008)
Hanne Vercampt et al.
Environmental toxicology and chemistry, 36(1), 59-70 (2016-06-28)
In accordance with realistic application approaches, a short-term 1-factorial experiment was set up to investigate the phytotoxic impact of pre-emergent application of the chloroacetamide herbicide metazachlor on Brassica napus. In addition to morphological parameters, the underlying processes that ultimately determine
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