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Your Location：Home>Product Center >> Pesticide API and intermediates >> Tribenuron methyl
  • Tribenuron methyl
Name:Tribenuron methyl
CAS No:101200-48-0

PRODUCT DESCRIPTION

【Name】
Tribenuron methyl
【Iupac name】
methyl
2-[[(4-methoxy-6-methyl-1,3,
5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate
【CAS Registry number】
101200-48-0
【Synonyms】
Tribenuron methyl ester
DPX-L 5300
HCHA 92HE
Camer (pesticide)
Benzoic acid,2-[[[[(4-methoxy-6-methyl-1,3,5- triazin-2-yl)methylamino]carbonyl]amino]- sulfonyl]-,methyl ester
Methyl 2-((((N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino)carbonyl)amino)sulfonyl)benzoate
Cameo (pesticide)
HCHA 92 HE
Express (pesticide)
Sulfmethmeton-methyl
L 5300
Cameo
EPA Pesticide Chemical Code 128887
Express 75 DF
Pointer
Express
methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methyl-carbamoyl]sulfamoyl]benzoate
Tribenuron methyl 98%TC
Tribenuron methyl ester 95%TC
Tribenuron-methyl 97%TC,75%WDG
sell Tribenuron-methyl
Benzoic acid, 2-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino)carbonyl)amino)sulfonyl)-, methyl ester
【EINECS(EC#)】
401-190-1
【Molecular Formula】
C15H17N5O6S (Products with the same molecular formula)
【Molecular Weight】
395.39
【Inchi】
InChI=1/C15H17N5O6S/c1-9-16-13(18-14(17-9)26-4)20(2)15(22)19-27(23,24)11-8-6-5-7-10(11)12(21)25-3/h5-8H,1-4H3,(H,19,22)
【Canonical SMILES】
CC1=NC(=NC(=N1)OC)N(C)C(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC
【MOL File】
101200-48-0.mol

Chemical and Physical Properties

【Appearance】
White powder
【Density】
1.15 g/cm3
【Melting Point】
141℃
【Boiling Point】
376.6 oC
【Refractive Index】
1.582
【Flash Point】
181.6 oC
【Solubilities】
Low solubility in organic solvents
Solubility in acetone, 3.91X107 mg/L; acetonitrile, 4.64X10+7 mg/L; ethylhexane, 1.63X10+7 mg/L; ethyl acetate, 1.63X10+7 mg/L; n-heptane, 20800 mg/L; methanol, 2.59X10+6 mg/L, all at 20 deg C
In water, 50 mg/L at pH 5; 2,040 mg/L at pH 7 and 18,300 mg/L at pH 9, all at 20 deg C
【Color/Form】
Off-white powder
Light brown solid
【Storage temp】
0-6°C
【Computed Properties】
Molecular Weight:395.39038 [g/mol]
Molecular Formula:C15H17N5O6S
XLogP3-AA:1.2
H-Bond Donor:1
H-Bond Acceptor:6
Rotatable Bond Count:6
Tautomer Count:2
Exact Mass:395.089954
MonoIsotopic Mass:395.089954
Topological Polar Surface Area:149
Heavy Atom Count:27
Formal Charge:0
Complexity:639
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:4
Feature 3D Donor Count:1
Feature 3D Cation Count:2
Feature 3D Ring Count:2
Effective Rotor Count:8
Conformer Sampling RMSD:1
CID Conformer Count:346

Safety and Handling

【Hazard Codes】
Xi:刺激性物质;
【Risk Statements】
R43
【Safety Statements 】
S22;S24
【Skin, Eye, and Respiratory Irritations】
/Causes/ redness /in/ eyes and skin.
【Cleanup Methods】
If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label.
After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.
【Fire Potential】
Does not ignite nor support combustion.
【Formulations/Preparations】
Technical is >95% /pure/.
Selected products: Express; Granstar; Pointer; Oscar; Rapid; ...Cameo; Quantum; Sprinter. Mixtures: Canvas (+metsulfuron-methyl, +thifensulfuron-methyl);...Calibre (+thifensulfuron-methyl); Harmone Exra (+thifensulfuron-methyl).
Discontinued products mixtures: DP 911 (+metsulfuron-methyl); DUK 110 (+thifensulfuron-methyl)
【Other Preventative Measures】
Avoid eye, skin, and clothing contact. Wash contaminated clothing with soap and hot water before reuse.
/For applying the product/ wear the items of protective clothing the label requires: for example, non-absorbent gloves (not leather or fabric), rubber footwear (not canvas or leather), a hat, goggles, or a dust-mist filter. If no specific clothing is listed, gloves, long-sleeved shirts and long pants, and closed shoes are recommended. You can buy protective clothing and equipment at hardware stores or building supply stores.
Indoor Applications. If the label directions permit, leave all windows open and fans operating after the application is completed. If the pesticide product is only effective in an unventilated (sealed) room or house, do not stay there. Put all pets outdoors, and take yourself any your family away from treated areas for at least the length of time prescribed on the label. Apply most surface sprays only to limited areas such as cracks; don't treat entire floors, walls, or ceilings. Don't let pesticides get on any surfaces that are used for food preparation. Wash any surfaces that may have pesticide residue before placing food on them.
Indoor Applications. When using total release foggers to control pests, use no more than the amount needed and to keep foggers away from ignition sources (ovens, stoves, air conditioners, space heaters, and water heaters, for example). Foggers should not be used in small, enclosed places such as closets and cabinets or under tables and counters.
Outdoor Applications. Never apply pesticides outdoors on a windy day (winds higher than 10 mph). Position yourself so that a light breeze does not blow pesticide spray or dust into your face.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
【Protective Equipment and Clothing】
/Causes/ redness /in/ eyes and skin.
【Octanol/Water Partition Coefficient】
log Kow = 0.78 at pH 7 and 25 deg C
【Disposal Methods】
Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal.
Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Tribenuron-methyl is produced by reaction of methyl-2-sulfamoylchloride benzoic acid with 2-methylamino-4-methoxy-6-methyl-1,3,5-triazine.

Biomedical Effects and Toxicity

【Biomedical Effects and Toxicity】
The major route of excretion in rats is the urine. Urine samples contained 2-4 times of the administered radioactivity than the feces. Tissue levels of tribenuron methyl and its metabolites increased with dose, but there was no concentration of radioactivity in any particular organ or tissue.

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 63(SRC), determined from a log Kow of 0.78(2) and a regression-derived equation(3), indicates that tribenuron-methyl is expected to have high mobility in soil(SRC). Volatilization of tribenuron-methyl from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 1.02X10-13 atm-cu m/mole(2). The pKa of the sulfonamide group of tribenuron methyl is 4.7(2), indicating that this compound will partially exist in anion form in the environment and anions not volatilize from moist soil. Tribenuron-methyl is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.9X10-10 mm Hg(2). A degradation half-life of tribenuron methyl in aerobic soil is less than 3 weeks(3), suggests that biodegradation may be an important environmental fate process in soil.
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 63(SRC), determined from a log Kow of 0.78(2) and a regression-derived equation(3), indicates that tribenuron-methyl is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 1.02X10-13 atm-cu m/mole(2). The pKa of the sulfonamide group of tribenuron methyl is 4.7(2), indicating that this compound will partially exist in anion form in the environment and anions do not volatilize from water surfaces and generally do not adsorb more strongly to organic carbon and clay than their neutral counterparts. According to a classification scheme(4), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis half lives of tribenuron methyl have been reported as 1 day and 15.8 days at pH values 5 and 7, respectively, and stable at pH 9(2). Tribenuron-methyl hydrolyzes 15-110 times more quickly than metsulfuron methyl(6). No biodegradation data for water were available(SRC, 2005); however data from soil samples indicate that biodegradation is expected to be an important fate process with a half-life of less than 3 weeks(7).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tribenuron-methyl, which has a vapor pressure of 3.9X10-10 mm Hg at 25 deg C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase tribenuron-methyl may be removed from the air by wet and dry deposition(SRC). Tribenuron-methyl has been reported to be stable to direct photolysis(2).

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