ChemicalBook--->CAS DataBase List--->67129-08-2

67129-08-2

67129-08-2 Structure

67129-08-2 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Triethylamine-->Xylene-->Pyrazole-->2,6-Dimethylaniline-->2-chloro-N-(chloromethyl)-N-(2,6-dimethylphenyl)acetamide-->1H-Pyrazole-1-methanamine, N-(2,6-dimethylphenyl)--->Chloroacetyl chloride
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide(67129-08-2).msds
Hazard InformationBack 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
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

67129-08-2(sigmaaldrich)
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