General Description
Crystals. Melting point 190-192°F (88-89°C). Used as a herbicide.
Reactivity Profile
An 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.
Hazard
Toxic by ingestion.
Potential Exposure
Ametryn, a triazine and an organosulfide, amine compound A potential danger to those involved in the manufacture, formulation and application of this selective herbicide.
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
Triazines 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.
Chemical Properties
Ametryn is a colorless powder
Chemical Properties
White, crystalline powder.
Slightly soluble in water; soluble in organic solvents.
Waste Disposal
In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.
Uses
Ametryn 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.
Uses
Herbicide 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
Uses
Pre-emergence and post-emergence herbicides.
Definition
ChEBI: 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.
Production Methods
Ametryn 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.
Health Hazard
Moderately 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 Explosibility
Nonflammable
Agricultural Uses
Herbicide: 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 name
AMESIP®; AMERTREX®; AMETREX;
AMETRON SC®; AMETRYNE TECHNICAL®;
AMIGAN®; AMULEX; CRISATRINE®;
CRISATRINA®; DORUPLANT®; EVIK®; G-34162®;
GESAPAX®; HERBIPAK®; KRISMAT®; OXON
PRIMATOL Z 80®; SANCOPAX®; TRINATOX-D®
Carcinogenicity
No carcinogenic response was
observed at the highest dose tested in lifetime studies,
2000 ppm, for both rats and mice.
Environmental Fate
Biological. 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-
