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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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Customers Also Viewed

The Pesticide Encyclopedia (2014)
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)
Jirí Ludvík et al.
Acta crystallographica. Section C, Crystal structure communications, 63(Pt 4), o259-o262 (2007-04-07)
The title structures, both C(10)H(10)N(4)O, are substitutional isomers. The N-N bond lengths are longer and the C=N bond lengths are shorter by ca 0.025 A than the respective average values in the C=N-N=C group of asymmetric triazines; the assessed respective
E Mechant et al.
Communications in agricultural and applied biological sciences, 75(2), 53-59 (2010-01-01)
Chenopodium album L. (fat-hen) with a Ser264-Gly mutation is resistant to photosystem II-inhibiting herbicides like the triazinone metamitron, a key herbicide in sugar beet. In recent years, this resistant biotype may cause unsatisfactory weed control in Belgian sugar beet. However
J Aper et al.
Communications in agricultural and applied biological sciences, 77(3), 335-342 (2012-01-01)
Chenopodium album L. is a major weed in spring-planted crops in the temperate regions of the world. Since 2000, farmers have reported an unsatisfactory control of this weed in sugar beet fields in Belgium, France and The Netherlands. Frequently, the

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