Metribuzin
Metribuzin
CAS: 21087-64-9
Molecular Formula: C8H14N4OS
Metribuzin - Names and Identifiers
Metribuzin - Physico-chemical Properties
| Molecular Formula | C8H14N4OS |
| Molar Mass | 214.29 |
| Density | 1.28 |
| Melting Point | 125°C |
| Boling Point | 132 °C(Press: 0.02 Torr) |
| Flash Point | 2°C |
| Water Solubility | Slightly soluble |
| Solubility | Slightly soluble in water and hexane, soluble in ether and toluene. |
| Vapor Presure | 0.000531mmHg at 25°C |
| Appearance | Colorless crystalline solid |
| Color | White |
| Exposure Limit | NIOSH REL: 5 mg/m3; ACGIH TLV: TWA 5 mg/m3. |
| BRN | 746650 |
| pKa | -0.16±0.20(Predicted) |
| Storage Condition | APPROX 4°C |
| Refractive Index | 1.6390 (estimate) |
| MDL | MFCD00055525 |
| Physical and Chemical Properties | Density 1.28 melting point 125°C water-soluble easily soluble |
| Use | Can be widely used in soybean, potato, tomato, sugarcane, asparagus, pineapple and other crops, control of broad-leaved weeds |
Metribuzin - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
| Safety Description | S2 - Keep out of the reach of children. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN3077 9/PG 3 |
| WGK Germany | 3 |
| RTECS | XZ2990000 |
| HS Code | 29336990 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orally in rats: 2200 mg/kg; LC50 in rainbow trout: >10 ppm (Loeser, Kimmerle) |
Metribuzin - Nature
Open Data Verified Data
The Pure product was a white crystalline solid. The melting point is 125.5~126.5 ℃;d20 1. 28; The vapor pressure is <1. 333 × lO-3 Pa at 20 ℃; <2.666 × 10-2 Pa at 60 ℃. Its solubility is: dichloromethane> 100%, isoacetone 1%~ 10%, hexane 0.1% ~ 1%, methanol 450g/L, toluene 130g/L, solubility in water is 0. 12%.
Last Update：2025-06-10 22:55:16
Metribuzin - Preparation Method
Open Data Verified Data
can be thiocarbonyl hydrazine hydrochloride dissolved in dimethyl sulfoxide, with 2 butyl amino 3,3-= methyl Butyronitrile reaction, cooling, stirring, recrystallization gave 3-thio -4-amino -5-imino-6-tert-butyl -1,2,4-azine. It is reacted with ethanol, acid, separation of crystals, filtration, drying, 3-thio-4-amino-6-tert-butyl 1,2, 4-azin-5-one. Finally, methyl iodide was added to a mixture of sodium hydroxide and methanol, and the product was crystallized, filtered and dried to give profezin.
Last Update：2022-01-01 10:13:04
Metribuzin - Introduction
Insecticide single component standard solution
Last Update：2022-10-16 17:14:54
Metribuzin - Application
Open Data Verified Data
A selective systemic herbicide. The medicament is absorbed by the root system of the weed and transmits to the upper part with transpiration. The grass-killing activity is mainly exerted by inhibiting the photosynthesis of sensitive plants. After application, the germination and emergence of sensitive weeds are not affected, and the leaves are chlorotic after emergence, and finally the nutrients are exhausted and died. Suitable for soybean, potato, tomato, sugarcane, corn and other field crops a variety of broad-leaved weeds, but also for some Gramineae weeds, less effective on perennial weeds.
Last Update：2025-08-19 16:24:40
Metribuzin - Safety
Open Data Verified Data
The oral LD50 of rats was 2200mg/kg. The rats and dogs were fed with the doses of 60mg/kg and 500mg/kg respectively for 3 months, and there was no toxic effect. There was no teratogenic, carcinogenic or mutagenic effect on animals in the test dose. The LC50 of rainbow trout was 76mg/L (96H), and the LC50 of the big Turus was 80mg/L (96H).
Last Update：2022-01-01 10:13:06
Metribuzin - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | selective herbicide. The agent is absorbed by the weed root system and is transmitted to the upper part of the transpiration flow. Mainly by inhibiting the photosynthesis of sensitive plants to play the herbicidal activity, the germination and emergence of sensitive weeds after application are not affected, the leaves fade after emergence, and finally the nutrition is exhausted and died. It is suitable for a variety of broad-leaved weeds in field crops such as soybeans, potatoes, tomatoes, sugarcane, and corn. It is also suitable for some gramineous weeds, and has poor efficacy on perennial weeds. Northern soybean fields are generally treated with 70% wettable powder 7.5~11.4g/100 m2, or 75% dry suspension 7.0~10.7g/100 m2, and 4.5kg of water is added for soil surface treatment before seedlings after sowing. Southern soybean fields can be reduced due to light soil and warm and humid climate. selective absorption conduction herbicide can be used in soybean, potato, tomato, alfalfa, pea, carrot, sugar cane, awn bamboo shoot, pineapple and other places to control a variety of broad-leaved weeds and gramineous weeds. it can be widely used in soybean, potato, tomato, sugar cane, asparagus, pineapple and other crops to control broadleaf weeds |
| production method | thiocarbonyl hydrazide hydrochloride is dissolved in dimethyl sulfoxide, reacted with 2-tert-butyl imino -3,3 dimethyl butyronitrile for 1h, cooled to 20 ℃, injected with ice water, stirred for 1h, and recrystallized with ethanol to obtain 3-thio -4-amino -5-imino -6-tert-butyl -1,2,4-triazine (melting point 181 ℃). React it with ethanol and acid at 100 ℃ for 2h, cool to 20 ℃, separate the crystals, filter and dry to obtain 3-thio -4-amino -6-tert-butyl -1,2,4-triazine -5-one (melting point 215-217 ℃). Finally, in the mixture of sodium hydroxide and methanol, methyl iodide was added at 0 ℃, and stirred at 20 ℃ for 4h. The product was crystallized, filtered and dried to obtain prozin. preparation of 3, 3-dimethylbutyrate -2-one is prepared by chlorination, hydrolysis (rearrangement), oxidation and neutralization. Preparation of thiocarbazide With hydrazine hydrate and carbon disulfide as raw materials, thiocarbazide was prepared by addition and dehydrogenation reaction according to a certain ratio with a yield of 85% ~ 90%. Synthesis of meprozonine The above-synthesized 3, 3-dimethylbutyrate -2-one and thiocarbazide undergo a cyclization reaction in the presence of a catalyst to obtain 4-amino-6-tert Butyl -3-mercapto -1,2, 4-triazin-5-(4H)-one; this ketone formula and enol formula have a dynamic equilibrium under certain conditions, add alkali to convert the ketone to the enol type; then react with methyl bromide to obtain prozonadone. The synthesis of meprozin can also dissolve thiocarbonylhydrazine hydrochloride in dimethylene inkstone, react with 2-terbutylamino -3, 3-dimethylbutyronitrile for 1h, cool to 20 ℃, inject ice water, stir for 1h, and recrystallize with ethanol to obtain 3-thio -4-amino -5-imino -6-terbutylene-1, 2, 4-triazine (m.p.181 ℃). It was reacted with ethanol and acid at 100 ℃ for 2h, cooled to 20 ℃, the crystals were separated, filtered and dried to obtain 3-thio -4-amino -6-tert-butyl -1,2,4-triazine -5-one (m.p.215~217 ℃). Finally, in the mixture of sodium hydroxide and methanol, sulfomethane was added at 0 ℃ and stirred at 20 ℃ for 4h. The product was crystallized, filtered and dried to obtain prozin. |
| category | pesticide |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 1100 mg/kg; Oral-mouse LD50: 564 mg/kg |
| flammability hazard characteristics | Combustion produces toxic nitrogen oxides and sulfur oxide gases |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
| fire extinguishing agent | dry powder, foam, sand |
| occupational standard | TWA 5 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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