19666-30-9
Oxadiazon
CAS: 19666-30-9
Molecular Formula: C15H18Cl2N2O3
19666-30-9 - Names and Identifiers
19666-30-9 - Physico-chemical Properties
| Molecular Formula | C15H18Cl2N2O3 |
| Molar Mass | 345.22 |
| Density | 1.4130 (rough estimate) |
| Melting Point | 88-90°C |
| Boling Point | 417.0±55.0 °C(Predicted) |
| Flash Point | 206°C |
| Water Solubility | 0.7mg/L(24 ºC) |
| Vapor Presure | 3.65E-07mmHg at 25°C |
| Appearance | Crystalline solid |
| BRN | 558070 |
| pKa | -2.73±0.40(Predicted) |
| Storage Condition | Sealed in dry,2-8°C |
| Refractive Index | 1.6140 (estimate) |
| Physical and Chemical Properties | Melting point 88-90°C |
| Use | It is used to control a variety of annual monocotyledonous and dicotyledonous weeds, mainly used for weed control in paddy fields, and also effective for peanut, cotton, sugarcane, etc. |
19666-30-9 - Risk and Safety
| Hazard Symbols | N - Dangerous for the environment |
| Risk Codes | 50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | 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. |
| UN IDs | UN3077 9/PG 3 |
| WGK Germany | 2 |
| RTECS | RO0874000 |
| HS Code | 29349990 |
| Toxicity | LD50 orally in rats, bobwhite quail, mallard duck: 8000, 6000, 1000 mg/kg (Lim) |
19666-30-9 - Upstream Downstream Industry
| Raw Materials | 2,4-Dichlorophenol o-Xylene Toluene Sulfuric acid Octoxinol Carbon tetrachloride Iron Nitric acid Sodium nitrite |
19666-30-9 - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | oxalone, also known as oxalone, is a nitrogen-containing heterocyclic herbicide developed by France's Rhone Planck company. its 12% emulsifiable concentrate is called "Ronstar" (nongsi it); it can exert herbicidal activity under the action of light, and it can stop growing through the absorption of plant buds, roots and stems and leaves, and then rot and die; at the same time, its herbicidal activity is 5~10 times higher than that of weed ether, its effect on stems and leaves is greater, and the resistance of rice roots is stronger. Mainly used for weeding in rice fields, but also commonly used in peanuts, soybeans, cotton, potatoes, sugarcane, tea gardens, orchards, etc. to control annual gramineous weeds and broadleaf weeds. |
| mechanism of action | selective herbicides before and after buds, used in dry and water fields, soil treatment, through the contact and absorption of weed buds or seedlings with chemicals. After the seedling is applied, the weeds are absorbed through the overground part, and the chemicals accumulate in the vigorous growth part after entering the plant body, inhibiting growth and causing the weed tissue to rot and die. It can only play a killing effect under light conditions, but it does not affect the Hill response of photosynthesis. Weeds are sensitive to the drug from germination to 2~3 leaf stages, and the effect of application in germination stage is the best, and the effect decreases with the growth of weeds. After paddy field application, the liquid medicine quickly diffuses on the water surface and is quickly adsorbed by the soil. It is not easy to move down and will not be absorbed by the roots. It is metabolized slowly in the soil with a half-life of 2 to 6 months. (2015-12-21) |
| Preparation method | 1. Using 2,4-dichloro-5-isopropoxyphenylhydrazine as raw material trimethylacetyl chloride and 2,4-dichloro-5-isopropoxyphenylhydrazine in the presence of triethylamine React in benzene to prepare 1-trimethylacetyl -2-(2, 4-Dichloro-5-isopropyloxyphenyl) hydrazine. 1-Trimethylacetyl -2-(2, 4-dichloro-5-isopropyloxyphenyl) hydrazine and 20% phosgene toluene solution are gradually heated to 100~110 ℃ until no gas escapes; then the toluene solution is concentrated under reduced pressure, and the residue is recrystallized with ethanol to obtain 5-terbutyl-3-(2, 4-dichloro-5-isopropyloxyphenyl)-1,3, 4-oxadiazol-2-one, namely oxalone, melting point 87 ℃. 2. Using 2, 4-dichloro-5-aminophenol as raw material Figure 1 is the reaction equation for the synthesis of oxalone 3. Using 2, 4-dichloro-5-isopropoxyaniline as raw material The route is characterized by etherification of the phenol and then changing the amine group into a heterocyclic ring to obtain the target compound. The disadvantage is that there are many reaction steps, but the yield is high. Fig. 2 is the reaction equation for the synthesis of oxalone |
| application | for soil treatment in cotton, peanut, sugar cane and other places, the liquid medicine should be sprayed on humid land or irrigated once after application. It can prevent and remove 1-year-old weeds such as barnyard grass, thousand gold, ducktongue grass, festival vegetables, ox hair grass, Alisma orientale, dwarf sagitar, firefly, sedge, special sedge, and Rizhao fluttering grass in rice fields. |
| usage | when the rice field is in a muddy state after soil preparation with water, apply the pesticide by bottle throwing method, keep the 3-5cm water layer, and transplant the rice seedlings 1-2 days after application. The application dose is 240~360g/hm2 in the south and 360~480g/hm2. It cannot be drained within 48 hours after spraying, but if the water level increases after transplanting, it should be drained until the water layer is 3 ~ 5cm, so as to avoid flooding the seedlings and affecting the growth. |
| precautions | (1) when used in rice transplanting fields, weak seedlings, small seedlings or more than the conventional dosage, when the water layer is too deep to submerge the heart leaves, phytotoxicity is easy to occur. do not use germinating valleys in seedling fields and water direct seeding fields. (2) When used in dry fields, soil wetting is helpful for the efficacy. |
| toxicity | acute oral toxicity LD50 rats> 5000mg/kg, acute transdermal toxicity LD50 rabbits and rats> 2000mg/kg. Slight irritation to eyes, basically no irritation to skin. Acute inhalation toxicity of LC50 rats was> 2.77mg/L, and the non-effective dose rats and mice fed for 2 years were 10 mg/kg. Fish poison LC50(96 hours): rainbow trout and catfish 1.2mg/L, carp 1.76mg/L, catfish ≥ 15.4mg/L. Bee LD50>400 μg/head. (2015-12-21) The original drug had no adverse effects on acute oral LD50>8000mg/kg in rats, acute percutaneous LD50>8000mg/kg in rats and rabbits, acute inhalation of LC50>200mg/L in rats, and 25mg/kg in dogs and rats per day. The dose of 3 generations of rats is 7mg/kg per day. No carcinogenic or mutagenic effect was found in animal experiments. Carp LC503.2mg/L (48h), 1.75mg/L (96h). The LC50 of rainbow trout is 1~9mg/L (96h). Low toxicity to birds and bees. |
| use | contact killing herbicides before and after buds. Used for soil treatment, water and dry fields. It mainly works through the absorption of weed buds and stems and leaves, and can exert good herbicidal activity under the condition of light. It is particularly sensitive to weeds in the germination period. When weeds germinate, the growth of bud sheath is inhibited, its tissues decay rapidly, and weeds die; as weeds grow, the efficacy decreases, and it is basically ineffective for grown weeds. It is used to control barnyard grass, grass, paspalum, special sedge, duck tongue grass, festival vegetable, ball flower alkali grass, melon fur grass, etc. It can also be used to control annual gramineous weeds and broadleaf weeds in cotton, soybeans, sunflowers, peanuts, potatoes, sugar cane, celery, fruit trees and other crops. It has good control effect on weeds of Amaranthaceae, Chenopodiaceae, Euphorbiaceae, Sorrel and Spinolaceae. If used in transplanting fields, 12% emulsifiable concentrate 30-40mL/100m2 or 25% emulsifiable concentrate 15-20mL/100 m2 is used in the north, 12% emulsifiable concentrate 20-30mL/100m2 or 25% emulsifiable concentrate 10-15mL/100 m2 is used in the south, the field water layer is 3cm, the bottle is thrown directly or mixed with poisonous soil is scattered, or 2.3-4.5kg of water is sprayed, which is suitable for use while the water is turbid after soil preparation. The seedling field is used for 2~3 days before sowing, soil preparation and soil removal while the water is turbid, sowing when settling to the anhydrous layer on the bed surface, or sowing after soil preparation, spraying treatment after soil covering, and covering the soil to cover the ground film. 12% emulsifiable concentrate is 15~25mL/100 m2 in the north and 10~20mL/100 m2 in the south. The dry direct seeding field was sprayed with soil surface at 5d after rice sowing, soil wetting before bud, or after 1 leaf stage of rice. Use 25% emulsifiable concentrate 22.5~30mL/100 m2. It is used to control a variety of annual monocotyledonous and dicotyledonous weeds. It is mainly used for weeding in paddy fields. It is also effective for peanuts, cotton, sugarcane, etc. in dry fields. Selective herbicides before and after budding are usually used for soil treatment. Control dicotyledonous weeds, especially suitable for removing rice weeds such as barnyard grass in rice and broad-leaved annual weeds such as barnyard grass, thousand gold, duck tongue grass, joint grass, cow hair grass, Alisma, dwarf Cigu, Cyperus, Alien Cyperus, Rizhao Flowing Grass, etc. The efficacy lasts for a long time, and there is no drug harm. It is also used in soybeans, cotton, corn and horticultural crops. Can be made into emulsifiable concentrate, powder, wettable powder, etc. |
| Production method | Synthesized from 2,2-dimethylpropionyl chloride. |
| category | pesticide |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 3500 mg/kg; Oral-mouse LD50: 12000 mg/kg |
| flammability hazard characteristics | Combustion produces toxic nitrogen oxides and chloride 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 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:02:46
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Raw Materials for 19666-30-9