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36154

Supelco

Metamitron

PESTANAL®, analytical standard

Synonym(s):

4-Amino-4,5-dihydro-3-methyl-6-phenyl-1,2,4-triazin-5-one

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About This Item

Empirical Formula (Hill Notation):
C10H10N4O
CAS Number:
Molecular Weight:
202.21
Beilstein:
613129
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

impurities

≤0.5% water (Karl Fischer)

mp

165-170 °C

suitability

passes test for identity (NMR)

application(s)

agriculture
environmental

format

neat

SMILES string

CC1=NN=C(c2ccccc2)C(=O)N1N

InChI

1S/C10H10N4O/c1-7-12-13-9(10(15)14(7)11)8-5-3-2-4-6-8/h2-6H,11H2,1H3

InChI key

VHCNQEUWZYOAEV-UHFFFAOYSA-N

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General description

Metamitron is a 1,2,4-triazine herbicide, which is yellow crystalline in nature and can easily degrade in soil to form stable metabolites. It can be prepared via reaction of N-acetyl-benzylhydrazone with hydroxylamine in the presence of potassium hydroxide in pyridine.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Adsorption of 1, 2, 4-triazine pesticides metamitron and metribuzin on lignin
Ludvik J and Zuman P
Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 64, 15-20 (2000)
The Pesticide Encyclopedia (2014)
E Mechant et al.
Communications in agricultural and applied biological sciences, 71(3 Pt A), 725-732 (2007-03-30)
In recent years, in several of the Belgian sugar beet growing regions, farmers have been confronted with unsatisfactory control of fat hen (Chenopodium album L.). Greenhouse bioassays conducted on reference C. album populations and on "suspected" populations from sugar beet
Heike Thiel et al.
Pest management science, 66(9), 1011-1017 (2010-08-24)
Resistance to photosystem II inhibitors-triazines (atrazine) and triazinones (metamitron, metribuzin)-in Chenopodium album L. is caused by the serine 264 to glycine mutation in the D1 protein. This mutation has been detected in C. album collections from Belgium with unsatisfactory metamitron
E Mechant et al.
Communications in agricultural and applied biological sciences, 70(3), 501-506 (2006-04-28)
Metamitron is a key herbicide in modern low rate weed control programs in sugar beet. Fat hen (Chenopodium album, CHEAL) is a common, highly competitive, weed in sugar beet and one of the targets of metamitron. Recently, unsatisfactory control of

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