Ametryn

Ametryn Basic information
Product Name:Ametryn
Synonyms:n-ethyl-n’-isopropyl-6-methylthio-1,3,5-triazine-2,4-diyldiamine;N-Ethyl-N'-isopropyl-6-methylthio-1,3,5-triazine-2,4-diamine;N-ethyl-N'-(1-methylethyl)-6-methylthio-1,3,5-triazine-2,4-diamine;ametryn (ISO) 2-ethylamino-4-isopropylamino-6-methylthio-1,3,5-triazine;Ametryn W.P.;EVIK(R);N'-ETHYL-6-METHYLSULFANYL-N-PROPAN-2-YL-1,3,5-TRIAZINE-2,4-DIAMINE;X-SIPAX
CAS:834-12-8
MF:C9H17N5S
MW:227.33
EINECS:212-634-7
Product Categories:HERBICIDE
Mol File:834-12-8.mol
Ametryn Structure
Ametryn Chemical Properties
Melting point 84-85°C
Boiling point 310.44°C (rough estimate)
density 1.1232 (rough estimate)
vapor pressure 0Pa at 20℃
refractive index 1.5500 (estimate)
Fp 11 °C
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Crystalline
pka3.71±0.41(Predicted)
Water Solubility 209mg/L(25 ºC)
Merck 13,391
BRN 613099
InChIKeyRQVYBGPQFYCBGX-UHFFFAOYSA-N
LogP3 at 20℃
CAS DataBase Reference834-12-8(CAS DataBase Reference)
NIST Chemistry Reference1,3,5-Triazine-2,4-diamine, N-ethyl-N'-(1-methylethyl)-6-(methylthio)-(834-12-8)
EPA Substance Registry SystemAmetryn (834-12-8)
Safety Information
Hazard Codes Xn;N,N,Xn,T,F
Risk Statements 22-50/53-39/23/24/25-23/24/25-11
Safety Statements 2-36-60-61-45-16-7
RIDADR UN 1230 3/PG 2
WGK Germany 3
RTECS XY9100000
HS Code 29336990
Hazardous Substances Data834-12-8(Hazardous Substances Data)
ToxicityLD50 in adult male, female rats (mg/kg): 508, 590 orally (Gaines, Linder)
MSDS Information
ProviderLanguage
Ametryn English
Ametryn Usage And Synthesis
Chemical PropertiesWhite, crystalline powder. Slightly soluble in water; soluble in organic solvents.
Chemical PropertiesAmetryn is a colorless powder
UsesPre-emergence and post-emergence herbicides.
UsesAmetryn is a methylthiotriazine based herbicide which inhibits photosynthesis and other enzymatic processes. Ametryn is used to control broadleaf weeds and annual grasses in pineapple, sugarcane and b ananas.
UsesHerbicide used to control broad-leaved and grass weeds in corn, sugarcane, certain citrus subtropical fruits (bananas, pineapple) and in noncropland. Preharvest and postharvest desiccant used in potatoes to control both crop and weeds
Production MethodsAmetryn is a colorless crystal synthesized by reacting atrazine with methyl mercaptan in the presence of an equivalent of NaOH or by reacting 2-mercapto-4-ethylamino-6-isopropylamino- 1,3,5-triazine with a methylating agent in the presence of NaOH. It is stable in slightly acidic or alkaline media, but is hydrolyzed to the inactive 6-hydroxy derivative in strong acidic or basic media.
DefinitionChEBI: A methylthio-1,3,5-triazine that is 2-(methylsulfanyl)-1,3,5-triazine substituted by an ethylamino and an isopropylamino group at positions 4 and 6 respectively.
General DescriptionCrystals. Melting point 190-192°F (88-89°C). Used as a herbicide.
Reactivity ProfileAn amine, organosulfide. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. 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.
HazardToxic by ingestion.
Health HazardModerately toxic by ingestion; human toxic-ity data not available; a mild irritant to skinand eye.
LD50 oral (rat): 508 mg/kg
LD50 oral (mouse): 965 mg/kg
LD50 skin (rabbit): >5000 mg/kg.
Flammability and ExplosibilityNonflammable
Agricultural UsesHerbicide: Ametryn is a herbicide which inhibits photosynthesis and other enzymatic processes. It is used to control broadleaf weeds and annual grasses in pineapple, sugarcane and bananas. Uses are being supported in the U.S. only for the following agricultural crops: field corn, popcorn, sugarcane, and pineapple (EPA, 2005). Used in premixes with atrazine, diuron, simazine, and terbutryn. Not approved for use in the EU.
Trade nameAMESIP®; AMERTREX®; AMETREX; AMETRON SC®; AMETRYNE TECHNICAL®; AMIGAN®; AMULEX; CRISATRINE®; CRISATRINA®; DORUPLANT®; EVIK®; G-34162®; GESAPAX®; HERBIPAK®; KRISMAT®; OXON PRIMATOL Z 80®; SANCOPAX®; TRINATOX-D®
Potential ExposureAmetryn, a triazine and an organosulfide, amine compound A potential danger to those involved in the manufacture, formulation and application of this selective herbicide.
CarcinogenicityNo carcinogenic response was observed at the highest dose tested in lifetime studies, 2000 ppm, for both rats and mice.
Environmental FateBiological. Cook and Hütter (1982) reported that bacterial cultures were capable of degrading ametryne forming the corresponding hydroxy derivative (hydroxyametryne)
Soil. Although no products were reported, the half-life in soil is 70–120 days (Worthing and Hance, 1991)
Groundwater. According to the U.S. EPA (1986) ametryn has a high potential to leach to groundwater
Chemical/Physical. Hydrolyzes to the 6-hydroxy analog, especially in the presence of
Photolytic. The dye-sensitized photodecomposition of ametryn was studied in aqueous, aerated solutions (Rejto et al., 1983). When an aqueous ametryn solution was irradiated in sunlight for several hours, 2-(methylthio)-4-(isopropylamino)-6-amino-



ShippingUN2763 Triazine pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials
IncompatibilitiesTriazines are incompatible with nitric acid. Amines are chemical bases, they neutralize acids to form salts plus water with an exothermic reaction. 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, nitrides, alkali metals, and sulfides.
Waste DisposalIn accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.
Agelon Prometryn N-ISOPROPYL-4-(METHYLTHIO)-6-MORPHOLIN-4-YL-1,3,5-TRIAZIN-2-AMINE Ethanol Ametryn Bromoxynil octanoate PROMETRYN D6 ZEAPRIMDKV30 TERBUTRYN D5 Irgarol Ethyl acetate DIMETHAMETRYN Ethyl vanillin Ethyl acrylate METHOPROTRYNE 2-{[4-(ISOPROPYLAMINO)-6-MORPHOLIN-4-YL-1,3,5-TRIAZIN-2-YL]THIO}ACETAMIDE Terbutryn PROMETHAZINE

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