Name | Hexaflumuron |
Synonyms | DE-473 xrd473 CONSOL ai3-29832 Consult(TM Hexafluron hexafluoron Hexaflumuron 6-difluoro-)- 1-(3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)-3-(2,6-difluorobenzoyl) benzamide,n-(((3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)amino)carbonyl 1-[3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl]-3-(2,6-difluorobenzoyl)urea N-[3,5-DICHLORO-4-(1,1,2,2-TETRAFLUOROETHOXY)PHENYLCARBAMOYL]-2,6-DIFLUOROBENZAMIDE 1-[3,5-Dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl-3-(2,6-dichlorofluoro benzoyl]urea N-[[[3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl]amino]carbonyl]-2,6-difluorobenzamide N-(((3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)amino)carbonyl)-2,6-difluorobenzamide |
CAS | 86479-06-3 |
InChI | InChI=1/C16H8Cl2F6N2O3/c17-7-4-6(5-8(18)12(7)29-16(23,24)14(21)22)25-15(28)26-13(27)11-9(19)2-1-3-10(11)20/h1-5,14H,(H2,25,26,27,28) |
InChIKey | RGNPBRKPHBKNKX-UHFFFAOYSA-N |
Molecular Formula | C16H8Cl2F6N2O3 |
Molar Mass | 461.14 |
Density | 1.4069 (estimate) |
Melting Point | 197-199° |
Water Solubility | 2.7 x l0-22 mg l-1 (18 °C) |
Vapor Presure | 5.9 x l0-5 Pa (25 °C) |
Appearance | neat |
BRN | 8168725 |
pKa | 8.54±0.46(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Stability | Stable. Incompatible with strong oxidizing agents. |
Physical and Chemical Properties | Pure white crystals. m.p.202 ~ 205 deg C (197~199 deg C), the relative density of 1.68, the vapor pressure of 0.059 x 10-3pa (25 deg C). Solubility: methanol 11.3g/L, xylene 5.2g/L, can also be soluble in acetone, methylene chloride, insoluble in water. The distribution coefficient was 48000. Chemical stability. |
Use | A benzoylurea insecticide that kills insect pests by inhibiting chitin synthesis in insects |
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 | UN 3077 |
WGK Germany | 2 |
RTECS | CV3800000 |
Hazard Class | 9 |
Packing Group | III |
Toxicity | LD50 oral in rat: > 5gm/kg |
Raw Materials | Potassium fluoride Tetramethylene sulfone |
pure white crystals. The melting point was mp191 ~ 199 ℃, the relative density was 1. 68, and the vapor pressure (25 ℃) was 0.059 × 10-3 Pa. The solubility in methanol is 11. 3g/L, xylene is 5.2g/L, soluble in water (23 ° C.): 0.1 mg/L, soluble in acetone, dichloromethane. Chemical stability.
from 3,5-= chloro-4-(1,1,2,2-tetrafluoroethoxy) aniline and phosgene (or oxalyl chloride), 3,5-= oxy-4-(1,1.2,2-tetrafluoroethoxy) phenyl isocyanate and then reacted with 2,6-= fluorobenzamide to give flourea.
benzoylurea insect growth regulators, with high insecticidal and egg-killing activity, insecticidal spectrum. Its mechanism of action is to inhibit the formation of chitin, hinder the normal molting and metamorphosis of pests, but also inhibit the feeding speed of pests. Can control cotton, fruit trees on the Coleoptera, Lepidoptera, Diptera, Homoptera pests, both egg killing activity. In particular, the effect of cotton bollworm and other pests is very good, and the mite is ineffective.
rat oral LD50 >5000mg/kg, inhalation LC50>2.5mg/L (4H), mouse oral LC50 >2000mg/kg. The non-effective dose was 75mg/kg per day for two years in rats and 0.5 mg/kg per day in dogs for one year. There was no teratogenic and mutagenic effect in animal test. Rainbow trout LC50>32 x 10-G (96H), oral LD50 0.1 mg/Bee. It is toxic to silkworm and fish.
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Overview | difluuron is also known as vfluvouron, fluuron, and Dimilin, the chemical name is 1-(4-chlorophenyl)-3-(2, 6-difluorobenzoyl) urea, is the earliest developed benzoylurea chitin synthesis inhibitor. The pure product is white crystal, the original powder is white to yellow crystalline powder, the industrial product is beige to yellow crystal, the density is 1.56, the melting point is 210~230 ℃, the vapor pressure is less than 13.2 μPa(50 ℃),25 ° C in water solubility of 0.1mg/L, 6.5g/L in acetone, soluble in polar solvents such as acetonitrile, dimethyl sulfone, but also soluble in common polar solvents such as ethyl acetate, methylene chloride, ethanol. In non-polar solvents such as ether, benzene, petroleum ether, etc. rarely dissolved. Easy to decompose in case of alkali, stable in acidic and neutral medium, low toxicity to people, livestock, fish, bees and other, belongs to non-toxic pesticides. The light is relatively stable, the heat is relatively stable, room temperature storage stability at least two years. Difenuron is a benzoic acid phenyl urea insecticide, mainly gastric toxicity and contact killing effect. After the pest is exposed to the agent, the new epidermis cannot be formed during molting, and the worm is deformed and dies. The rate of killing of pests is relatively slow. Applicable crops: wheat, rice, cotton, peanut, cabbage, citrus, forest, apple, pear, tea, peach, etc. Effective control of armyworm, cotton bollworm, cotton bollworm, canola worm, small apple moth, Mexico cotton bollworm, Isoptera Matsuda, radiomata moth, pear and bean moth, wood lice, rusted orange, residual effect 12-15 days. Water surface application can control mosquito larvae. It can also be used for the control of houseflies and the wild flies. Main dosage forms: 20% suspension; 5%, 25% wettable powder; 5% emulsifiable concentrate. |
control objects and methods of use of difenuron | , each mu with 20% suspension Agent 15-20 grams, with water spray. It can also be mixed with pyrethroid pesticides to expand the control effect. 2, the control of Spodoptera litura, in the spawning peak or incubation period, with 20% suspension of 400-500ppm liquid spray, can kill the larvae, and have the effect of killing eggs. 3, control of beet armyworm, in the early stage of the larvae with 20% suspension: 100ppm spray. Spray should be uniform and thoughtful, otherwise the control effect is poor. Note 1, the application should be early, master in the larvae of low age is good; In the old stage of the larvae, the effect is poor, should increase the dosage. 2, storage should be placed in a cool, dry place. Suspension if there is precipitation, before shaking evenly and then dispensing. 3, the silkworm breeding area application of this product should be careful.|
toxicity | Acute oral LD50>5000mg/kg in rats, LD50>2000mg/kg in mice; rat acute percutaneous LD50>2000mg/kg(>5000mg/kg); Rat acute inhalation LC50>2.5mg/L (4H). Rats fed 2 years without the dose of 75mg/kg per day, dogs fed 1 year without the dose of 0.5mg/kg per day. Skin sensitization test was negative. There was no teratogenic and mutagenic effect in animal test. Rainbow trout LC50>32 x 10-9 (96H). The oral LD50 of honey bee was 0.1mg/, which was toxic to silkworm and fish. |
Use | benzoylurea insect growth regulators, the mechanism of action is to inhibit the formation of chitin, hinder the normal molting and metamorphosis of pests, but also inhibit the feeding speed of pests. It has the characteristics of high insecticidal activity, broad insecticidal spectrum, strong knock-down ability and quick-acting. Can control cotton, fruit trees on the Coleoptera, Diptera, Lepidoptera, Homoptera pests, both egg killing activity. In particular, the effect of cotton bollworm and other pests is very good, and the mite is ineffective. For the prevention and control of cotton bollworm, pink bollworm in the egg incubation period, young insects into the bud, Boll, with 5% emulsifiable concentrate 1500~2000 times liquid spray. can effectively control a variety of pests on cotton, vegetables, fruit trees, trees and other crops belongs to benzoylurea insecticides, killing insect pests by inhibiting chitin synthesis in insects flufluron is a specific insecticide with high insecticidal activity and broad insecticidal spectrum, which can be used in vegetables, cotton, fruit trees, trees and other crops control a variety of lepidopteran pests, and organic phosphorus, carbamate, pyrethroid resistant pests have a good effect, but the silkworm, fish and other toxic. |
production method | preparation method -3, 5-dichloro-4-(1,1,2, reaction of 2-tetrafluoroethoxy) aniline with phosgene (or oxalyl chloride) to convert the amino group to isocyanato group to give 3, 5-dichloro-4-(1,1,2, 2-tetrafluoroethoxy) phenyl isocyanate, and then with 2,6-difluorobenzamide (preparation method see fluoropyridine urea) role, synthesis of fluorine ring urea. See references [3]. Preparation Method di -2, 6-difluorobenzoyl isocyanate (see fluorizil and fluvoxuron for preparation method) and 3, 5-dichloro-4-(1,1,1, 2-methylfluoroethoxy) aniline was refluxed and reacted in a toluene solvent for 1H to obtain a flourescent urea. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |