ChemicalBook--->CAS DataBase List--->834-12-8

834-12-8

834-12-8 Structure

834-12-8 Structure
IdentificationMore
[Name]

Ametryn
[CAS]

834-12-8
[Synonyms]

2-ETHYLAMINO-4-ISOPROPYLAMINO-6-METHYLMERCAPTO-S-TRIAZINE
2-ETHYLAMINO-4-ISOPROPYLAMINO-6-METHYLTHIO-1,3,5-TRIAZINE
2-ETHYLAMINO-4-ISOPROPYLAMINO-6-METHYLTHIO-S-TRIAZINE
ALMULEX
AMESIP
AMETREX
AMETRYN
AMETRYNE
EVIK
EVIK(R)
G34162
GESAPAX
GESAPAX(R)
MEBATRYNE
N'-ETHYL-6-METHYLSULFANYL-N-PROPAN-2-YL-1,3,5-TRIAZINE-2,4-DIAMINE
X-SIPAX
1,3,5-Triazine,2-(ethylamino)-4-(isopropylamino)-6-(methylthio)
2-(Methylmercapto)-4-(ethylamino)-6-(isopropylamino)-s-triazine
2-(Methylmercapto)-4-(isopropylamino)-6-(ethylamino)-s-triazine
2-(Methylthio)-4-(ethylamino)-6-(isopropylamino)-s-triazine
[EINECS(EC#)]

212-634-7
[Molecular Formula]

C9H17N5S
[MDL Number]

MFCD00055398
[Molecular Weight]

227.33
[MOL File]

834-12-8.mol
Chemical PropertiesBack Directory
[Appearance]

White, crystalline powder. Slightly soluble in water; soluble in organic solvents.
[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. ]

CA 4°C
[solubility ]

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

Crystalline
[pka]

3.71±0.41(Predicted)
[color ]

White to off-white
[Water Solubility ]

209mg/L(25 ºC)
[Merck ]

13,391
[BRN ]

613099
[Henry's Law Constant]

2.1×101 mol/(m3Pa) at 25℃, Chao et al. (2017)
[Major Application]

agriculture
environmental
[InChI]

1S/C9H17N5S/c1-5-10-7-12-8(11-6(2)3)14-9(13-7)15-4/h6H,5H2,1-4H3,(H2,10,11,12,13,14)
[InChIKey]

RQVYBGPQFYCBGX-UHFFFAOYSA-N
[SMILES]

CCNc1nc(NC(C)C)nc(SC)n1
[LogP]

3 at 20℃
[CAS DataBase Reference]

834-12-8(CAS DataBase Reference)
[NIST Chemistry Reference]

1,3,5-Triazine-2,4-diamine, N-ethyl-N'-(1-methylethyl)-6-(methylthio)-(834-12-8)
[EPA Substance Registry System]

834-12-8(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

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

Warning
[Hazard statements ]

H302-H410
[Precautionary statements ]

P273-P301+P312+P330
[Hazard Codes ]

Xn;N,N,Xn,T,F
[Risk Statements ]

R22:Harmful if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

S2:Keep out of the reach of children .
S36:Wear suitable protective clothing .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S16:Keep away from sources of ignition-No smoking .
S7:Keep container tightly closed .
[RIDADR ]

UN 1230 3/PG 2
[WGK Germany ]

3
[RTECS ]

XY9100000
[REACH Registrations]

Active
[HS Code ]

29336990
[Storage Class]

13 - Non Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
[Hazardous Substances Data]

834-12-8(Hazardous Substances Data)
[Toxicity]

LD50 in adult male, female rats (mg/kg): 508, 590 orally (Gaines, Linder)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium sulfide-->Cyanuric chloride-->Isopropylamine-->Methyl mercaptan-->Sodium thiomethoxide-->2-Amino-4-methoxy-6-methyl-1,3,5-triazine-->Metaclazepam
Hazard InformationBack Directory
[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.
[Description]

Ametyn is a triazine herbicide. It is moderately soluble in water but much more so in organic solvents. It is quite volatile and not expected to leach to groundwater. It is moderately persistent in soils and can persist for a long time in water under certain conditions. It is moderately toxic to mammals and a recognised irritant. Ametryn is moderately toxic to most aquatic organisms, honeybees and earthworms but less so to birds.
[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®
[Mechanism of action]

Selective, systemic absorbed through foliage and roots. Inhibits photosynthesis (photosystem II).
[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-
[storage]

Store at -20°C
[Pesticide Type]

Herbicide
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Ametryn(834-12-8).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Ametryn(834-12-8)MS
Ametryn(834-12-8)1HNMR
Ametryn(834-12-8)13CNMR
Ametryn(834-12-8)IR1
Ametryn(834-12-8)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

834-12-8(sigmaaldrich)
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