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Metazachlor

Metazachlor structure

CAS No:
67129-08-2
Formula:
C14H16ClN3O
Chemical Name:
Metazachlor
Synonyms:
Acetamide,2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)-;2-Chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide;BAS 479H;BAS 47902H;Metazachlor;Butisan S;Methazachlor;Pree;Butisan;BAS 479;Butisan 400SC;Sultan;74433-79-7;77847-86-0
Categories:
Agrochemicals > Herbicides

Description

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Metazachlor is an organochlorine compound that is 2-chloroacetamide substituted by a 2,6-dimethylphenyl and a (1H-pyrazol-1-ylmethyl) group at the nitrogen atom. It has a role as an environmental contaminant, a xenobiotic and a herbicide. It is an aromatic amide, an organochlorine compound and a member of pyrazoles.

Metazachlor Basic Attributes

Molecular Weight：

277.75

Exact Mass：

277.75

EC Number：

266-583-0

UNII：

TPY2K437O4

DSSTox ID：

DTXSID4058156

HScode：

29331990

Characteristics

PSA：

38.1

XLogP3：

2.72940

Density：

1.237-1.323 g/cm³ @ Temp: 25 °C

Melting Point：

85 °C

Boiling Point：

439.2ºC at 760 mmHg

Flash Point：

2 °C

Refractive Index：

1.586

Storage Conditions：

APPROX 4°C

Toxicity：

Oral-Rat LD50: 1000 mg/kg

Flammability characteristics：

Combustion produces toxic nitrogen oxides and chloride gases

Henrys Law Constant：

5.67e-10 atm-m3/mole

Safety Information

Transport codes：

UN16483/PG2

wgk germany：

hazard class code：

22-36-20/21/22-11-43

safety instructions：

36-26-16-36/37

RTECS Number：

AB5442000

Marks：

Xn,F

Storage features：

Warehouse ventilated, low temperature and dry

Stability/Shelf Life：

Stable at normal temperatures and pressures.

Precautionary statement(s)：

P273-P301 + P312 + P330-P391-P501

Hazard Statements：

H302-H351-H410

GHS Classification：

|Warning|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P201, P202, P261, P272, P273, P280, P281, P302+P352, P308+P313, P321, P333+P313, P363, P391, P405, and P501|H302 (11.86%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P333+P313, P363, P391, P405, and P501|Aggregated GHS information provided by 388 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

moderately toxic

Drug Information

MeSH Entry Terms：

metazachlor

Metazachlor Use and Manufacturing

Methods of Manufacturing

In the presence of phosphorus oxychloride, 2, 6-dimethylaniline and chloroacetic acid are refluxed in xylene to form N-chloromethylformyl-2, 6-dimethylaniline. After chemical conversion, the product reacts with pyrazole in ethyl acetate in the presence of triethylamine to synthesize metazachlor.

Uses

A chloroacetanilide herbicide used on vegetable crops.

Use Classification：

Agrochemicals -> Herbicides|Herbicides|Pesticides -> Herbicides -> Amide herbicides -> Anilide herbicides -> Chloroacetanilide herbicides|Environmental transformation -> Pesticides (parent, predecessor)

Agrochemical：

Metazachlor has known environmental transformation products that include Metazachlor OXA.|Metazachlor has known environmental transformation products that include BAS 479 GSH, BAS 479 SH, BH 479-13, BH 479-13 deschloro acid, BH479-1, BH479-10, BH479-11, BH479-12, BH479-6, BH479-7, BH479-8 Sulfonic acid derivative, BH479-9, Metazachlor acid (BH479-4), and OH-BH 479-8.

Computed Properties

Molecular Weight:277.75
XLogP3:2.7
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:277.0981898
Monoisotopic Mass:277.0981898
Topological Polar Surface Area:38.1
Heavy Atom Count:19
Complexity:303
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Triethylamine

Xylene

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Metazachlor

CAS No.: 67129-08-2

Content: 99.00%

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