Methyl 2-[[[[(4-methoxy-6-methyl-1,3,5,triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]benzoate
Tribenuron Methyl
CAS: 101200-48-0
Molecular Formula: C15H17N5O6S
Methyl 2-[[[[(4-methoxy-6-methyl-1,3,5,triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]benzoate - Names and Identifiers
Methyl 2-[[[[(4-methoxy-6-methyl-1,3,5,triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]benzoate - Physico-chemical Properties
| Molecular Formula | C15H17N5O6S |
| Molar Mass | 395.39 |
| Density | 1.4143 (rough estimate) |
| Melting Point | 141°C |
| Water Solubility | 55 g l-1(25 °C) |
| Vapor Presure | 1.24 at pH 7 (25 °C) |
| Appearance | neat |
| pKa | 4.34±0.10(Predicted) |
| Storage Condition | 0-6°C |
| Refractive Index | 1.6460 (estimate) |
| Physical and Chemical Properties | Melting Point: 141°C |
| Use | Sulfonylurea selective systemic herbicide, suitable for use in wheat, barley, and wheat fields to control annual or perennial broadleaf weeds |
Methyl 2-[[[[(4-methoxy-6-methyl-1,3,5,triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]benzoate - Risk and Safety
| Risk Codes | R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S22 - Do not breathe dust. S24 - Avoid contact with skin. S37 - Wear suitable gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. S46 - If swallowed, seek medical advice immediately and show this container or label. |
| UN IDs | UN 3077 9 / PGIII |
| WGK Germany | 1 |
| RTECS | DH3565000 |
Methyl 2-[[[[(4-methoxy-6-methyl-1,3,5,triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]benzoate - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| toxicity | Acute oral LD50>5000mg/kg in female and male rats; Acute percutaneous LD50>5000mg/kg in rats, rabbit> 2000mg/kg; Rat acute inhalation LC50>5mg/L (4H). Mild irritation to the eyes, but 24H symptoms disappeared; No irritation to the skin; No allergic to guinea pig skin. The micronucleus test showed that tribenuron-methyl had no mutagenic effect on somatic cells. The testicular chromosome aberration test showed that tribenuron-methyl had no genotoxic effect on germ cells. Rainbow trout LC50>1000mg/L (96H), Daphnia LC50720mg/L (48h). Quail acute oral LD50>2250mg/kg. Bee LD50>0.1mg/only, earthworm LC50>1200mg/kg soil. |
| uses | sulfonylurea herbicides, inhibit acetolactate synthase, hinder cell division, inhibit shoot and root growth. Plant root and leaf absorption, death within 14d. For the grain crop field, effective control of broad-leaved weeds. To control broad-leaved weeds in wheat field, spray at 0.1~0.2g/100m2 has good control effect (adding surfactant can increase the control effect). it can be used as a herbicide in wheat field, and can effectively prevent and control the propagation of Strand, water spinach, wheat bottle grass, pig, broken rice chestnut, Chenopodium, annual Broad-leaved weeds, such as amaranth, belong to sulfonylurea selective inhalation-conducting herbicides, suitable for wheat, barley, control of annual or perennial broad-leaved weeds The product is a sulfonylurea herbicide, used for control of bovine hair, Baogai grass, Maijia male, red lacquer, broad-leaved weeds of melon grass and other crops. tribenuron-methyl is a kind of herbicide that is selected first from the species after the seeding. |
| production method | preparation of methyl ortho-formate benzenesulfonyl isocyanate 0.1mol methyl ortho-formate benzenesulfonamide, 120g xylene, 10% G of anhydrous triethylenediamine and 2.5g of xylene solution of n-butyl isocyanate, heated and refluxed for 139 h, cooled to 90 ℃. Diphosgene was added dropwise for about 3h, then gradually heated to ℃ and refluxed for 2h. The solution was desolved and n-butyl diisocyanate xylene solution was recovered. Other methods for the preparation of methyl ortho-formate benzenesulfonyl isocyanate are shown in metsulfuron-methyl. Preparation of 2-methylamino-4-tetramethoxy-6-methyl-triazine cyanuric chloride was prepared by trimerization of cyanogen chloride, and then the three chlorine atoms were respectively, by methoxy substitution, 2-methylamino-4-methoxy-6-methyls-triazine is obtained. 2-amino-4-methyl-6-methoxy-1, 3 can also be synthesized by isourea salt method, dicyandiamide method and dicyanoformamidine salt method, 5-triazine (see the method for the preparation of metsulfuron-methyl) is then reacted with dimethyl sulfate to give 2-methylamino-4-methoxy-6-methyls-triazine. Benzensulfuron-methyl was synthesized by the reaction of 2-methylamino-4-methoxy-6-methyl-triazine with O-methyl formate benzenesulfonyl isocyanate in the presence of catalyst in dichloroethane as solvent. The following method can also be used: 0.1mol 2-methylamino-4-methoxy-6-methyl-triazine and 0.5 ml of anhydrous dichloromethane are mixed and stirred at room temperature for h, add methyl-o-formate benzenesulfonyl isocyanate solution (prepared by adding 80ml of dichloromethane to the reaction product in one step) Dropwise, and stir at room temperature for 3H, heat the temperature, remove the dichloromethane under normal pressure, add 150ml of ethanol, the dichloromethane was removed under normal pressure, and 150ml of ethanol was added. The mixture was stirred for 15min, filtered, and the filter cake was dried to obtain benzensulfuron-methyl. The content was 95.28%, and the total yield of the two-step reaction was 65.41%, reaching the level of phosgene method. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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