ChemicalBook--->CAS DataBase List--->21087-64-9

21087-64-9

21087-64-9 Structure

21087-64-9 Structure
IdentificationBack Directory
[Name]

Metribuzin
[CAS]

21087-64-9
[Synonyms]

ntn70
Zenkor
LEXONE
salute
SENCOR
MISTRAL
preview
Sencora
sencor4
dic1468
B-94337
Bayer 64
B-6159-H
DIC 1468
lexonedf
sencordf
Sencorer
Sencorex
sengoral
BAY 6159
bay61597
Sencoral
SENCOR(R)
Sencor 4L
Lexone 4L
LEXONE(R)
Bay 94337
BAY 61597
Sencor DF
Lexone DF
METRIBUZIN
baydic1468
Bayer 6159
BAY 6159 H
METAMITROX
METRABUZIN
METRIBUZEN
sencor 75df
lexone 75df
BAYER 6159H
BAYER 6443H
BAYER 94337
DIC 1468(R)
Metribuzine
Sencorex WG
BAY DIC 1468
SencorlPreview
Bayer DIC 1468
Metribuzin 0.1
Sencorex(Bayer)
Lexone(Du Pont)
Metribuzin (ISO)
Metribuzin 70% Wdg
Metribuzin Standard
metribuzin solution
IFLAB-BB F0111-0053
Sencor or metribuzin
METRIBUZIN, 1GM, NEAT
LaMictal grass ketone
METRIBUZIN, 250MG, NEAT
METRIBUZIN PESTANAL
Metribuzin & chlorimuron
metribuzin (bsi,iso,wssa)
Metribuzin 250mg [21087-64-9]
4-Amino-6-tert-butyl-3-methylthio-as-triazin-5-one
4-triazin-5-one,4-amino-6-tert-butyl-3-(methylthio)-2
Amino-6-tert-butyl-3-(methylthio)-S-triazin-5(4H)-one
4-Amino-6-tert-butyl-3-methylthio-s-triazin-5(4H)-one
4-amino-6-tert-butyl-3-(methylthio)-as-triazin-5(4h)-on
Triazin-5(4H)-one, 4-amino-6-tert-butyl-3-(methylthio)-
4-Amino-6-tewt-butyl-3-(methylthio)-1,2,4-triazin-5-one
4-AMINO-6-TERT-BUTYL-3-(METHYLTHIO)-1,2,4-TRIAZIN-5-ONE
4-Amino-6-tert-butyl-3-(methylthio)-as-triazin-5(4H)-one
4-amino-6-tert-butyl-3-(methylthio)-as-triazin-s(4h)-one
4-aminoi-6-tert-butyl-3-(methylthio)-1,2,4-triazin-5-one
4-amino-6-tert-butyl-3-methylsulfanyl-1,2,4-triazin-5-one
3-Methylthio-4-amino-6-tert-butyl-1,2,4-triazin-5(4H)-one
1,2,4-Triazin-5-one, 4-amino-6-tert-butyl-3-(methylthio)-
As-Triazin-5(4H)-one, 4-amino-6-tert-butyl-3-(methylthio)-
4-azanyl-6-tert-butyl-3-methylsulfanyl-1,2,4-triazin-5-one
4-AMino-6-tert-butyl-3-(Methylthio)-4,5-dihydro-1,2,4-tria
4-amino-6-(t-butyl)-3-(methylthio)-1,2,4-triazin-5-(4H)-one
4-Amino-6-tert-butyl-3-(methylthio)-1,2,4-triazin-5(4H)-one
4-Amino-6-tert-butyl-3-(methylthio)-1,2,4-triazine-5(4H)-one
4-AMINO-6-TERT-BUTYL-3-METHYLSULFANYL-4H-[1,2,4]TRIAZIN-5-ONE
4-AMINO-6-TERT-BUTYL-3-[METHYL-THIOL-1,2,4-TRIAZINE-5[4H]-ONE]
4-Amino-6-tert-butyl-3-(methylsulfanyl)-1,2,4-triazin-5(4H)-one
4-amino-6-tert-butyl-4,5-dihydro-3-methylthio-1,2,4-triazin-5-one
4-triazin-5(4h)-one,4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-2
Amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one
as-Triazin-5(4H)-one, 4-amino-6-tert-butyl-3-(methylthio)- (8CI)
4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4h)-one
1,2,4-TRIAZIN-5(4H)-ONE, 4-AMINO-6-(1,1-DIMETHYLETHYL)-3-(METHYLTHIO)-
4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-Triazin-5(4H)-one(9CI)
1,2,4-Triazin-5(4H)-one,4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-(9CI)
4-Amino-6-(1,1-dimethylethyl)-3-methylthio-1,2,4-triazine-5-tetrahydrogenketone
metribuzin (ISO) 4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-one 4-amino-4,5-dihydro-6-(1,1-dimethylethyl)-3-methylthio-1,2,4-triazin-5-one
[EINECS(EC#)]

244-209-7
[Molecular Formula]

C8H14N4OS
[MDL Number]

MFCD00055525
[MOL File]

21087-64-9.mol
[Molecular Weight]

214.29
Chemical PropertiesBack Directory
[Appearance]

Metribuzin is a colorless crystalline solid. Commercial product may be a flammable solution. Mild, sulfurous odor.
[Melting point ]

125°C
[Boiling point ]

132 °C(Press: 0.02 Torr)
[density ]

1.28
[refractive index ]

1.6390 (estimate)
[Fp ]

2 °C
[storage temp. ]

APPROX 4°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

-0.16±0.20(Predicted)
[color ]

White
[Odor]

mild odor
[Water Solubility ]

Slightly soluble
[BRN ]

746650
[Henry's Law Constant]

8.2×104 mol/(m3Pa) at 25℃, HSDB (2015)
[Exposure limits]

NIOSH REL: 5 mg/m3; ACGIH TLV: TWA 5 mg/m3.
[InChI]

1S/C8H14N4OS/c1-8(2,3)5-6(13)12(9)7(14-4)11-10-5/h9H2,1-4H3
[InChIKey]

FOXFZRUHNHCZPX-UHFFFAOYSA-N
[SMILES]

CSC1=NN=C(C(=O)N1N)C(C)(C)C
[NIST Chemistry Reference]

Metribuzin(21087-64-9)
[EPA Substance Registry System]

1,2,4-Triazin-5( 4H)-one, 4-amino-6-(1,1-dimethylethyl)- 3-(methylthio)-(21087-64-9)
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Metribuzin is an is an aminotriazinone herbicide used in agriculture for both pre- and post-emergence in crops including soy bean, potatoes, tomatoes and sugar cane. Metribuzin acts by inhibiting phot osynthesis by disrupting photosystem II.
[Definition]

ChEBI: A member of the class of 1,2,4-triazines that is 1,2,4-triazin-5(4H)-one substituted by an amino group at position 4, tert-butyl group at position 6 and a methylsulfanyl group at position 3.
[Uses]

Herbicide.
[General Description]

Colorless crystalline solid. Used as an herbicide. Non corrosive.
[Reactivity Profile]

A triazine derivative. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
[Hazard]

Toxic material. Liver damage and hemato-logic effects. Questionable carcinogen.
[Potential Exposure]

A potential danger to those involved in manufacture, formulation, and application of this herbicide. A laboratory chemical. Used to make other chemicals.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN2763 Triazine pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
[Incompatibilities]

Liquid is incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.
[Description]

Metribuzin is a colorless crystalline solid witha mild sulfurous odor; Freezing/Melting point =125- -127*C; Vapor pressure=4X 10-7 mmHg. SlightlyDescription: Metribuzin is a colorless crystalline solid witha mild sulfurous odor; Freezing/Melting point =125- -127*C; Vapor pressure=4X 10-7 mmHg. Slightlysoluble in water. Available in different concentrations (4%,50%, 75%).50%, 75%).
[Waste Disposal]

In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Use a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
[Production Methods]

Commercial production of metribuzin begins with the preparation of the triazine ring, typically starting from precursors like cyanoguanidine and tert-butyl isocyanate. These undergo cyclisation to form the core triazine structure. The amino group is introduced via nitration followed by reduction, and the methylthio group is added through substitution using methyl mercaptan. The process involves careful control of temperature, pH, and solvent conditions, often using sulphuric acid and methanol, to ensure high yield and purity.
[Health Hazard]

Low to moderate acute toxicity; single highdose may cause depression of central nervoussystem; repeated high doses affect thyroidand stimulate the metabolizing liver enzymes(ACGIH) 1986; excretes out rapidly; noirritant action on skin or eye; no teratogenic,mutagenic or carcinogenic effect observed inanimal studies.
LD50 oral (rat): 1100 mg/kg
LD50 oral (mouse): 698 mg/kg
LD50 oral (guinea pig): 250 mg/kg
LD50 skin (rat): 2000 mg/kg.
[Agricultural Uses]

Herbicide: Metribuzin is a selective triazine herbicide which inhibits photosynthesis of susceptible plant species. It is used for control of annual grasses and numerous broadleaf weeds in asparagus, potatoes, lucerne, peas, lentils, soya beans, sugar cane, sainfoin, pineapples and cereals. It is applied to fallow lands. Metribuzin is available as liquid suspension, water dispersible granular, and dry flowable formulations.
[Trade name]

AUTHORITY®; AXIOM® Metribuzin; BAY 61597®; BAY DIC 1468®; BAYER 6159H®; BAYER 6443H®; BAYER 94337®; BOUNDARY®; CANOPY®; CONQUEST®; DIC 1468®; DOMAIN®; LEXONE®; LEXONEEX®; PREVIEW®[C]; PYTHON®; SENCOR®; SENCORAL®; SENCOREX®; SENCORER®; VAPCOR®
[Mechanism of action]

Selective, systemic with contact and residual activity. Inhibits photosynthesis (photosystem II).
[Environmental Fate]

Soil. In soils, metribuzin undergoes deamination and further degradation forming water soluble conjugates (Hartley and Kidd, 1987). Metribuzin degrades rapidly in soil (Kempson- Jones and Hance, 1979; LaFleur, 1980). The half-lives in soil ranged from 4 to 9 weeks at 22°C and 60% moisture content to 9 to 11 weeks at 10°C and 10% moisture content. The highest half-life reported ranged from 15 to 43 weeks in a soil having 60% moisture content maintained at 10°C (Kempson-Jones and Hance, 1979).
The dissipation rates (day–1) for metribuzin on Hillsdale silty loam, Cecil silty loam, Regina heavy clay, Melfort clay loam and White City silt loam were 0.013-0.017, 0.055- 0.131, >0.017, >0.0016 and >0.023, respectively.
Groundwater. According to the U.S. EPA (1986) metribuzin has a high potential to leach to groundwater.
Plant. Metribuzin is metabolized in soybean plants to a deaminated diketo derivative which is nonphytoxic (Duke et al., 1991).
Photolytic. The simulated sunlight (l >230 nm) photolysis as a thin film on silica gel or sand yielded 6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5-(4H)-one and two additional photoproducts. In both of the unnamed photoproducts, the methylthio group in the parent compound is replaced by oxygen and one of the compounds also underwent N-deamination (Bartl and Korte, 1975).
Chemical/Physical. Emits toxic fumes of nitrogen and sulfur oxides when heated to decomposition (Lewis, 1990).
[storage]

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Store in tightly closed containers in a cool, dry area.
[Pesticide Type]

Herbicide
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302-H410
[Precautionary statements ]

P264-P270-P273-P301+P312+P330-P391-P501
[Hazard Codes ]

Xn;N,N,Xn,F
[Risk Statements ]

22-50/53-36-20/21/22-11
[Safety Statements ]

2-60-61-36-26-16-36/37
[OEB]

B
[OEL]

TWA: 5 mg/m3
[RIDADR ]

UN3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

XZ2990000
[REACH Registrations]

Active
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29336990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
[Safety Profile]

Poison by ingestion and intraperitoneal routes. Low toxicity by skin contact. When heated to decomposition it emits very toxic fumes of NOx and SOx.
[Hazardous Substances Data]

21087-64-9(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 2200 mg/kg; LC50 in rainbow trout: >10 ppm (Loeser, Kimmerle)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Iodomethane-->Carbon disulfide-->Hydrogen Sulfide-->Methyl bromide-->Pinacolone-->Cyanuric acid-->Thiocarbohydrazide-->Octanoic hydrazide
[Preparation Products]

4-Amino-6-(tert-butyl)-3-mercapto-1,2,4-triazin-5(4H)-one
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Metribuzin(21087-64-9).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Metribuzin(21087-64-9)MS
Metribuzin(21087-64-9)1HNMR
Metribuzin(21087-64-9)13CNMR
Metribuzin(21087-64-9)IR1
Metribuzin(21087-64-9)IR2
21087-64-9 suppliers list
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