| Identification | More | [Name]
Metazachlor | [CAS]
67129-08-2 | [Synonyms]
2-chloro-n-(2,6-dimethylphenyl)-n-(1h-pyrazol-1-ylmethyl)acetamide
2-CHLORO-N-(2,6-DIMETHYLPHENYL)-N-(1-PYRAZOLYLMETHYL) ACETAMIDE
2-CHLORO-N-(2,6-DIMETHYLPHENYL)-N-(PYRAZOL-1-YLMETHYL)ETHANAMIDE
BUTISAN S
METAZACHLOR
2-chloro-n-(2,6-dimethylphenyl)-n-(1h-pyrazol-1-ylmethyl)-acetamid
2-Chloro-N-(pyrazol-1-ylmethyl)acet-2',6'-xylidide
BAS 47900H
BAS 479H
bas479h
Butisan
Metazachlore
Metazochlor
Pree
Track
2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)zcetamide
2-chloro-N-(pyrazol-1-ylmethyl)acetyl-2,6-xylidine
METAZACHLOR PESTANAL
Butisan S[R]
metazachlor (bsi,iso) | [EINECS(EC#)]
266-583-0 | [Molecular Formula]
C14H16ClN3O | [MDL Number]
MFCD00055509 | [Molecular Weight]
277.75 | [MOL File]
67129-08-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
74-78°C | [Boiling point ]
439.2±45.0 °C(Predicted) | [density ]
1.237-1.323 g/cm3(Temp: 25 °C) | [Fp ]
2 °C | [storage temp. ]
APPROX 4°C
| [solubility ]
Chloroform, Methanol | [form ]
neat | [pka]
1.54±0.10(Predicted) | [color ]
Off-White to Pale Beige | [BRN ]
621550 | [Henry's Law Constant]
1.3×101 mol/(m3Pa) at 25℃, Barcelo and Hennion (1997) | [Major Application]
agriculture
environmental | [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 | [InChIKey]
STEPQTYSZVCJPV-UHFFFAOYSA-N | [SMILES]
Cc1cccc(C)c1N(Cn2cccn2)C(=O)CCl | [LogP]
2.130 | [CAS DataBase Reference]
67129-08-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Acetamide, 2-chloro-n-(2,6-dimethylphenyl)-n-(1h-pyrazol-1-ylmethyl)-(67129-08-2) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,F | [Risk Statements ]
R22:Harmful if swallowed.
R36:Irritating to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable. | [Safety Statements ]
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1648 3/PG 2 | [WGK Germany ]
3 | [RTECS ]
AB5442000 | [HS Code ]
29331990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Skin Sens. 1 |
| Hazard Information | Back Directory | [Chemical Properties]
White to Off-White Solid | [Uses]
A chloroacetanilide herbicide used on vegetable crops. | [Definition]
ChEBI: An organochlorine compound that is 2-chloroacetamide substituted by a 2,6-dimethylphenyl and a (1H-pyrazol-1-ylmethyl) group at the nitrogen atom. | [Production Methods]
Metazachlor is commercially produced through a multi-step chemical synthesis that builds on the chloroacetanilide herbicide framework. The process typically begins with the reaction of 2,6-dimethylaniline with chloroacetyl chloride under controlled conditions to form the key intermediate, followed by further refinement and purification to yield metazachlor as a technical-grade active ingredient. | [Mechanism of action]
Ergosterol inhibitor. Inhibition of very long chain fatty acids (VLCFA, inhibition of cell division) | [Metabolic pathway]
Metazachlor is transformed in soil into 2-hydroxy-N-
(2,6-dimethylphenyl)-N-(1H-pyrazol-1-
ylmethyl)acetamide, 2-chloro-N-(2,6-
dimethylphenyl)acetamide, and 4,4' -methylenebis-(2,6-
dimethylbenzenamine), and the soil concentration of
the benzenamine is lower than 0.1 ppm. | [Pesticide Type]
Herbicide |
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