Tribenuron-methyl
-
Tribenuron-methyl
structure -
-
CAS No:
101200-48-0
-
Formula:
C15H17N5O6S
-
Chemical Name:
Tribenuron-methyl
-
Synonyms:
Benzoic acid,2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]-,methyl ester;DPX-L 5300;L 5300;Express 75DF;Express;Sulfmethmeton-methyl;Tribenuron methyl ester;Cameo;Cameo (pesticide);Tribenuron-methyl;Express 50T;HCHA 92HE;Express (pesticide);Granstar;Pointer;YiLi;Agrostar;Granstar 75DF;Quantum (plant growth regulator);Quantum;Granstar Pro;Granstar 75WG;Helm-Tribi 75WG;Korida 75 VDG;Pointer 723WG;Tribun;DuPont Express with TotalSol;Express SG;Metometuron;929881-41-4
- Categories:
-
CAS No:
Description
ChEBI: The methyl ester of tribenuron.Colorless crystals. Non corrosive. Used as an herbicide.
Tribenuron methyl appears as colorless crystals. Non corrosive. Used as an herbicide.|BROWN SOLID IN VARIOUS FORMS.
Tribenuron methyl appears as colorless crystals. Non corrosive. Used as an herbicide.|Tribenuron methyl is the methyl ester of tribenuron. It has a role as a herbicide. It is a methoxy-1,3,5-triazine, a N-sulfonylurea and a methyl ester. It derives from a tribenuron.
Tribenuron-methyl Basic Attributes
395.39
395.39
401-190-1
D0493A985P
1359
DTXSID8024101
Off-white powder|Light brown solid
2935009011
Characteristics
149
-0.44
Tribenuron methyl appears as colorless crystals. Non corrosive. Used as an herbicide.
1.5 g/cm3
141 °C
376.6ºC
181.6ºC
1.6460 (estimate)
Solubility in water: good
0-6°C
1.24 at pH 7 (25 °C)
Slightly pungent odor
1.02e-13 atm-m3/mole|Henry's Law constant = 1.02X10-13 atm-cu m/mol at 25 °C
pKa = 4.7
/This herbicide belongs to the/ sulfonylurea family.|Hydroxyl radical reaction rate constant = 2.96X10-12 cu cm/molec-sec at 25 °C (est)
Hydrolysis occurs rapidly at pH 12.
Amides and Imides
A sulfonylurea derivative.
Safety Information
UN 3077 9 / PGIII
1
43-50/53
22-24-37-61-60-46
DH3565000
Xi,N
Separated from food and feedstuffs. Provision to contain effluent from fire extinguishing.
No significant photolysis occurs over the pH range 5-9 at 25 deg C.
P273-P280-P333 + P313-P391-P501
H317-H410
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.
Not combustible.
|Warning|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, P391, and P501|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, P391, and P501|Aggregated GHS information provided by 229 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P260, P261, P272, P273, P280, P302+P352, P314, P321, P333+P313, P363, P391, and P501|Aggregated GHS information provided by 290 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
In case of fire in the surroundings, use appropriate extinguishing media.
Does not ignite nor support combustion.
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.
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.|For more Preventive Measures (Complete) data for TRIBENURON-METHYL (6 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
/Causes/ redness /in/ eyes and skin.
Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Do NOT let this chemical enter the environment. Personal protection: particulate filter respirator adapted to the airborne concentration of the substance.
Separated from food and feedstuffs. Provision to contain effluent from fire extinguishing.
Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
Repeated or prolonged contact may cause skin sensitization.
STRICT HYGIENE!
Use local exhaust or breathing protection.
Protective gloves. Protective clothing.
Wear safety goggles or eye protection in combination with breathing protection.
Toxicity
LD50 Rat oral > 5000 mg/kg|LD50 Rabbit dermal > 2000 mg/kg|LC50 Rat inhalation >5.0 mg/L air/4 hr
Tribenuron-methyl's production may result in its release to the environment through various waste streams; it's use as an herbicide(1) will result in its direct release to the environment(SRC).
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 °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).
Hydrolysis half lives of tribenuron methyl have been reported as 1 day and 15.8 days at pH values 5 and 7 respectively(1). Tribenuron-methyl has been reported to be stable at pH 9(1). The methyl group on the sulfonylurea of tribenuron methyl causes it to hydrolyze 15-110 times faster than the corresponding non-methylated pesticide metsulfuron-methyl(2). Tribenuron-methyl has been reported to be stable to direct photolysis by sunlight(1).
An estimated BCF of 3 was calculated for tribenuron-methyl(SRC), using a log Kow of 0.78(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.
52.48 L/kg|The Koc of tribenuron-methyl is estimated as 63(SRC), using a log Kow of 0.78(1)and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that tribenuron-methyl is expected to have high mobility in soil.
The pKa of the sulfonamide group of tribenuron methyl is 4.7(1), indicating that this compound will partially exist in anion form in the environment and anions not volatilize from moist soil or water surfaces and generally do not adsorb more strongly to organic carbon and clay than their neutral counterparts. The Henry's Law constant for tribenuron-methyl is estimated as 1.02X10-13 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that tribenuron-methyl is expected to be essentially nonvolatile from moist soil and water surfaces(2). Tribenuron-methyl is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.9X10-10 mm Hg(1).
Occupational exposure to tribenuron-methyl may occur through dermal contact with this compound at workplaces where tribenuron-methyl is produced or used. (SRC)
Drug Information
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.
Tribenuron-methyl is rapidly and extensively metabolized in animals by N-demethylation, de-esterification, hydrolysis of the sulfonylurea bridge, hydroxylation of the phenyl ring and/or O-demethylation of the triazine ring.|Major metabolites in the urine and feces included metsulfuron methyl, saccharin, and O-dimethyl triazine amine. the two major metabolic routes are the demethylation of the carbamoyl methyl group and the hydrolysis of the carbamate moiety.
Fresh air, rest.
Rinse and then wash skin with water and soap.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
/SIGNS AND SYMPTOMS/ /Causes/ redness /in/ eyes and skin.|/SIGNS AND SYMPTOMS/ EFFECTS OF LONG-TERM OR REPEATED EXPOSURE: Repeated or prolonged contact may cause skin sensitization.
benzoic acid, 2-(((((4-methoxy-6-methyl-1,3,5-triazin-2- yl)methylamino)carbonyl)amino)sulfonyl)-, methyl ester
The substance can be absorbed into the body by inhalation.
Redness.
Redness.
Tribenuron-methyl Use and Manufacturing
Preparation of methyl phthalate benzenesulfonyl isocyanate 0.1mol methyl phthalate benzenesulfonamide, 120g xylene, 0.2g anhydrous triethylenediamine, 100g 10% n-butyl isocyanate xylene solution, heated to reflux 2.5h, cool down to 90℃, add diphosgene dropwise, after about 3 hours, gradually increase the temperature to 139℃, and reflux for 2h. Desolvation, recovery of n-butyl isocyanate xylene solution. See methylsulfuron for other preparation methods of methyl phthalate benzenesulfonyl isocyanate. Preparation of 2-methylamino-4-tetramethoxy-6-methyl-s-triazine The cyanuric chloride is prepared by cyanuric trimerization, and then the three chlorine atoms are replaced by methyl, methylamino and methoxy groups, respectively To produce 2-methylamino-4-methoxy-6-methyl-s-triazine. It is also possible to synthesize 2-amino-4-methyl-6-methoxy-1, 3, 5-triazine according to the isourea salt method, dicyandiamide method, and dicyanoformamidine salt method (see Preparation by Metsulfuron-methyl) Method), and then reacted with dimethyl sulfate to produce 2-methylamino-4-methoxy-6-methyl-s-triazine. Synthesis of bensulfuron-methyl using dichloroethane as solvent, in the presence of a catalyst, 2-methylamino-4-methoxy-6-methyl-s-triazine reacts with methyl phthalate benzenesulfonyl isocyanate to synthesize benzenesulfonate Long. The following method can also be used: Mix 0.1mol of 2-methylamino-4-methoxy-6-methyl-s-triazine and 100mL of anhydrous dichloromethane, stir at room temperature for 0.5h, and add methyl orthoformate dropwise Benzenesulfonyl isocyanate solution (made by adding 80mL of dichloromethane to the reaction product in 1 step), dripping within 0.5h, stirring at room temperature for 3h, heating up, removing methylene chloride at normal pressure, adding 150mL of ethanol, removing methylene chloride at normal pressure , Add 150mL of ethanol, stir for 15min, filter, and dry the filter cake to obtain bensulfuron-methyl. The content is 95.28%, the total yield of the two-step reaction is 65.41%, reaching the level of phosgene method.
Methomyl is a broad spectrum carbamate insecticide with both contact and oral toxicity to control chewing and sucking Lepidotera, Homoptera, Coleoptera and Hemiptera pests in vegetable, orchard, vine and field crops.Herbicide: Used to control annual grasses and broadleaf weeds on barley, blueberries, oats, wheat, flax and rape seed (canola). Registered for use in EU countries . Registered for use in the U.S. U.S. Maximum Allowable Residue Levels for the residues of the herbicide tr
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)
Affects sensitive weeds through inhibition of the enzyme acetolactate synthase (ALS). Inhibition of ALS leads to the rapid cessation of cell division and subsequent growth processes in plants. Mode of actions: selective, post-emergence herbicide, acting primarily through foliar uptake, with little or no soil activity. Symptoms of chlorosis appear in affected weeds in days, with necrosis and death occurring after 10-25 days under optimal conditions.
Method: USGS O-2060-01; Determination of Pesticides in Water by Graphitized Carbon-Based Solid-Phase Extraction and HPLC-MS; Analyte: tribenuron-methyl; Matrix: water; Detection Limit: 0.0044 ug/L.|Product and residue analysis by hplc/ms/ms.
Herbicides|Environmental transformation -> Pesticides (parent, predecessor)
Tribenuron-methyl has known environmental transformation products that include 1,2-benzisothiazol-3(2H)-one,1,1-dioxide, 2-amino-4-methoxy-6-methyl-1,3,5-triazine, 4-methoxy-6-methyl-1,3,5-triazine-methylamine, and tribenuron.|Tribenuron-methyl has known environmental transformation products that include Acid sulphonamide (IN-D5119), Ester sulfonamide (IN-D5803), IN-L5296 Triazine Amine, O-demethyl-triazine amine, Saccharin (IN-00581), and Triazine amine (IN-A4098).
Computed Properties
Molecular Weight:395.4
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:6
Exact Mass:395.08995445
Monoisotopic Mass:395.08995445
Topological Polar Surface Area:149
Heavy Atom Count:27
Complexity:639
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of Tribenuron-methyl
-
CN
5 YRS
Business licensedTrader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives -
CN
3 YRS
Business licensed Certified factoryManufactory Supplier of Semaglutide,Tirzepatide,API,Vitamins,Food AdditiveInquiryCAS No.: 101200-48-0Grade: Top ProductContent: 99% -
CN
5 YRS
Business licensedDistributor Supplier of Citric acid,EDTA,Liquid fertilizer,Tribenuron-methyl,EDDHA Fe,Nicosulfuron
Latest News on Tribenuron-methyl
- AI innovation: Bayer and Syngenta are using AI to develop next-generation herbicides
- Generics dominate the top 20 pesticides by sales worldwide, with $70.2 billion in 2022
- The U.S. EPA adjusted the concentration limit for Atrazine to 9.7µg/L for aquatic organisms
- The USITC continues to push for anti-dumping duties on 2,4-D herbicides from China and India
- 2024 Central Plains (Handan) Modern Agriculture Expo and agricultural materials trading Conference will be held in August
Learn More Other Chemicals
-
2,4-D Butotyl
1929-73-3
-
Diquat dichloride
4032-26-2
-
2,4-DB dimethylammonium
2758-42-1
-
4-(2,4,5-Trichlorophenoxy)butanoic acid Formula
93-80-1
-
2,4-D Isobutyl ester Formula
1713-15-1
-
Fenchlorazole-ethyl Formula
103112-35-2
-
(3,4-Dichlorophenoxy)acetic acid Structure
588-22-7
-
(2,6-Dichlorophenoxy)acetic acid Structure
575-90-6
-
What is Mesotrione
104206-82-8
-
What is Fenclorim
3740-92-9