Phenylpyrazole insecticide fipronil
What is fipronil (120068-37-3)?
The chemical name of the insecticide fipronil is 5-amino-1-(2,6dichloro-4-trifluorotolyl)-4-trifluoromethyl-sulfinylpyrazole-3-nitrile. Phenylpyrazoles for pest control. Since its discovery in 1987, it has been widely used in many fields such as agriculture and veterinary medicine, becoming an important insecticide. It is a new type of phenylpyrazole insecticide. Compared with traditional insecticides (organophosphorus, pyrethroids, carbamates), this drug has the advantages of broad spectrum and high efficiency, and has been widely used in It is a commonly used pesticide for pest control in several agricultural fields.
The insecticide fipronil is an organic compound with the chemical formula C12H4Cl2F6N4OS. Cas120068-37-3 is a phenylpyrazole insecticide with a broad insecticidal spectrum. It mainly has stomach poisoning effects on pests and also has contact killing properties. And a certain systemic effect, its mechanism of action is to hinder the chloride metabolism controlled by γ-aminobutyric acid in insects, so it has a high effect on important pests such as aphids, leafhoppers, planthoppers, lepidopteran larvae, flies and coleoptera. Excellent insecticidal activity and no harm to crops. This agent can be applied to the soil or foliar sprayed. Applying to the soil can effectively control corn root leaf beetles, wireworms and cutworms. When sprayed on leaves, it has a high level of control effect on diamondback moth, cabbage butterfly, rice thrips, etc., and the effect lasts for a long time.
Fipronil is also widely used as a hygiene insecticide. Mainly used to prevent and kill harmful organisms such as cockroaches and ants. ,
Fipronil (120068-37-3) pharmacological effects
The insecticide fipronil mainly induces Cl-flow by blocking the Cl-channel of the neural membrane controlled by γ-aminobutyric acid receptors, causing extreme excitement in the nervous system and leading to the death of the insect, achieving the prevention and control of various economic pests. Effect.
Fipronil (120068-37-3) Physical and Chemical Properties
The pure product of the insecticide fipronil is a white solid with a melting point of 200~201℃ and a density of 1.477~1.626 (20℃). Vapor pressure 3.7×10-7pa (20℃); distribution coefficient (25℃) logP=4.0. Solubility in water (20°C, mg/L) 1.9 (distilled water), 1.9 (PH=5), 2.4 (PH=9); solubility in other solvents (20°C, g/L): acetone 545.9, methylene chloride 22.3, Toluene 3.0, hexane <0.028. It is stable in water with PH=5 and 7, and hydrolyzes slowly at PH=9. The DT50 is about 28 days. It degrades slowly under sunlight, but can be quickly decomposed by light in aqueous solution.
Fipronil (120068-37-3) Chemical Properties
The pure product of the insecticide fipronil is a white solid, m.p. 200.5~201℃, relative density 1.48~1.63, vapor pressure 3.73×10-7Pa (2.8×10-7Pa) (20℃). Solubility is: acetone 54.6g/100mL, dichloromethane 2.23g/100mL, methanol 13.75g/100mL, hexane and toluene 0.3g/mL, water 1.9mg/L. Partition coefficient (n-octanol/water) 4.0. It is stable under normal storage conditions, with a half-life of 135 days in water and a photolysis half-life of 8 hours in water.
Fipronil (120068-37-3) toxicity
The acute oral LD50 in rats is 100mg/kg, and the acute dermal LD50 in rats is >2000mg/kg. The acute inhalation LC50 in rats is 0.682mg/L. It is non-irritating to rabbit skin and eye mucosa. The Ames test was negative and had no teratogenic effect. The LC50 of carp is 0.34mg/L (96h), and the oral LD50 of wild duck is >2150mg/kg.
Fipronil (120068-37-3) uses
1. Fluorine-containing pyrazole broad-spectrum insecticides with high activity and wide application range. It is effective against Hemiptera, Thysanoptera, Coleoptera, Lepidoptera and other pests as well as pyrethroid and carbamate insecticides. Pests that have developed resistance also show extreme susceptibility. It can be used in rice, cotton, vegetables, soybeans, rape, tobacco, potatoes, tea, sorghum, corn, fruit trees, forests, public health, animal husbandry, etc. to control rice borers, brown planthoppers, rice weevils, cotton bollworms, armyworms, and small vegetables. Moths, cabbage caterpillars, cabbage armyworms, beetles, root cutters, bulb nematodes, caterpillars, fruit tree mosquitoes, wheat aphids, coccidia, trichomonas, etc. The recommended dosage is 12.5~150g/hm2. my country has approved field efficacy trials on rice and vegetables. The preparation is 5% suspension and 0.3% granules.
2. Mainly used in crops such as rice, sugar cane, and potatoes. In animal health, it is mainly used to kill fleas, lice and other parasites on cats and dogs.
Fipronil (120068-37-3) Application
The insecticide fipronil is a GABA-chloride channel inhibitor and has no cross-resistance with existing insecticides. It has developed resistance to organophosphorus, organochlorine, carbamate, pyrethroid and other insecticides. It has better control effect on sensitive or sensitive pests. Suitable crops include rice, corn, cotton, banana, sugar beet, potato, peanut, etc. It has no phytotoxicity to the crops at the recommended dosage. At the same time, it also has extraordinary effects on cockroach control of sanitary pests, such as 2% Shennong cockroach-killing bait and 1.1% Haiyun cockroach-killing bait.
The insecticide fipronil is a fluoropyrazole-based broad-spectrum insecticide with high activity and can be used in vegetables, soybeans, rapeseed, tobacco leaves, rice, cotton, potatoes, tea, sorghum, corn, fruit trees, forests, and public health , animal husbandry, etc., has a wide range of applications, and shows extremely high sensitivity to pests such as Thysanoptera, Coleoptera, Hemiptera, and Lepidoptera, as well as pests that have developed resistance to pyrethroid and carbamate insecticides. Control rice borers, brown planthoppers, rice weevils, cotton bollworms, armyworms, diamondback moths, cabbage caterpillars, cabbage armyworms, beetles, root cutworms, bulb nematodes, caterpillars, fruit tree mosquitoes, wheat aphids, coccidia, and hair droplets Insects etc. my country has approved field efficacy trials on rice and vegetables. The preparation is 5% suspension and 0.3% granules. In animal health, it is mainly used to kill fleas, lice and other parasites on cats and dogs.
Fipronil has a broad insecticidal spectrum and has contact, stomach toxicity and moderate systemic effects. It can control both underground pests and above-ground pests. It can be used for stem and leaf treatment, soil treatment, and seed treatment. Foliage spraying of 25~50g active ingredient/hectare can effectively control potato leaf beetle, diamondback moth, pink moth, Mexican boll weevil and flower thrips. Using 50~100g of active ingredients/hectare in rice fields can effectively control borers, brown planthoppers and other pests. Foliar spraying of 6~15g active ingredients/hectare can control locust and desert locust pests in grasslands. Applying 100~150g of active ingredients/hectare to the soil can effectively control corn root leaf beetles, wireworms and cutworms. Treating corn seeds with 250~650g of active ingredients/100kg of seeds can effectively control corn wireworms and cutworms. The main control targets of this product include aphids, leafhoppers, lepidopteran larvae, flies, coleoptera and other pests. It is recommended by many pesticide experts as one of the first choices to replace highly toxic organophosphorus pesticides.
Fipronil (120068-37-3) functions and prevention targets
1. Function
(1) Fipronil is a new type of pyrazole broad-spectrum insecticide. It mainly kills insecticides with gastric poison, but it also has contact and systemic effects. The insecticide mechanism is to inhibit the release of γ-aminobutyric acid into insects. qualitative neurotransmission system.
(2) This drug has high activity against planthoppers, leafhoppers, coleopteran pests, lepidopteran larvae, flies, aphids and other pests, is harmless to crops, and decomposes slowly in the soil.
2. Prevention and control objects
(1) The main control objects of this drug are caterpillars, root cutworms, bulb nematodes, armyworms, rice borers, cotton bollworms, brown planthoppers, rice weevils, cabbage exigua, diamondback moths, rapae caterpillars, beetles, coccidia, hairy For pests such as trichomonas, fruit tree mosquitoes, and wheat aphids, the recommended dosage is 12.5-150 g/ha.
(2) The applicable crops of this drug include vegetables, rice, sorghum, corn, cotton, rapeseed, tobacco leaves, potatoes, soybeans, tea, fruit trees, etc. It can also be used in forestry, animal husbandry and public health.
How to use fipronil (120068-37-3)
1. Use the insecticide fipronil to control moth pests: 5% fipronil can be used at 20-30 ml per acre, dilute it with water and spray it evenly on vegetables or crops. For large trees and densely planted plants, an appropriate amount can be added.
2. The insecticide fipronil controls rice pests: 5% fipronil can be sprayed evenly with 30-60 ml of water per acre to control stem borer, stem borer, locusts, rice planthoppers, rice weevils, and thrips wait.
3. Soil treatment: Fipronil can be used as soil treatment to prevent and control underground pests.
Fipronil (120068-37-3) production method
There are two main synthetic routes for the industrial production of the insecticide fipronil. One is to use 2,6-dichloro-4-trifluoromethylaniline as the raw material, which is diazotized to obtain a diazonium salt, and then combined with 2,3- The second product is obtained by reacting ethyl dicyanopropionate; the second product is obtained by reacting 2,6-dichloro-4-trifluoromethylphenylhydrazine as raw material with fumaronitrile and then oxidizing it.
1.1 2,6-Dichloro-4-trifluoromethylaniline
There are three main synthesis routes for 2,6-dichloro-4-trifluoromethylaniline: ① p-trifluoromethylaniline method. Direct chlorination of p-trifluoromethylaniline in a solvent gives 2,6-dichloro-4-trifluoromethylaniline. This method is simple and convenient, but trifluoromethylaniline is relatively expensive and the production cost is relatively high. This method is mainly used in foreign countries. ② p-Chlorotrifluorotoluene method. p-Chlorotrifluorotoluene reacts with dimethylformamide and NaNH2 at a certain temperature and pressure to obtain N,N-dimethyl p-trifluoromethylaniline, which is then chlorinated under light, demethylated and ring chlorinated Obtain the target product. This method has longer steps and a larger amount of "three wastes". ③3,4-Dichlorotrifluorotoluene method. 3,4-Dichlorotrifluoromethylaniline is used as raw material, reacted with dimethylformamide and sodium hydroxide in a pressure kettle, and chlorinated, demethylated and ring chlorinated under light conditions to obtain the product. Many domestic scientific research institutions are researching and developing this route. This route is more reasonable, the product quality is high, and the amount of "three wastes" is reduced to a certain extent.
1.2 2,6-Dichloro-4-trifluoromethylphenylhydrazine
The main direction of the research is to use p-chlorotrifluoromethylbenzene as raw material, undergo deep chlorination in the presence of ferric chloride to obtain 3,4,5-trichlorotrifluoromethylbenzene, and then react with hydrazine hydrate to obtain 2,6-dichloro -4-Trifluoromethylphenylhydrazine.
1.3 Ethyl 2,3-dicyanopropionate
There are two main methods for synthesizing ethyl 2,3-dicyanopropionate: step-by-step method and one-step method. The step-by-step production process is more cumbersome. During the production process, highly toxic substances harmful to the human body are produced and the amount of "three wastes" is relatively large. Therefore, the one-step method is mainly used for production. The one-step synthesis process is: mix sodium cyanide and the solvent absolute ethanol. After fully dissolving, add paraformaldehyde. After dissolving, add ethyl cyanoacetate. The feeding ratio of sodium cyanide, paraformaldehyde, and ethyl cyanoacetate is: 1:1:0.91(m:m). Then use hydrochloric acid to acidify, then extract and wash with water to obtain the crude product, and finally distill to remove the solvent to obtain the product. Several domestic companies, including Taizhou Tianyuan Chemical Co., Ltd., use this method to produce ethyl 2,3-dicyanopropionate.
Which one is better, fipronil (120068-37-3) or imidacloprid?
1. The insecticide fipronil is generally more effective than imidacloprid, but fipronil is toxic to aquatic organisms and can only be used in dry fields. Although imidacloprid is generally less effective, it causes less environmental pollution. Each has its own pros and cons and can be used according to the actual situation.
2. The insecticide fipronil is effective against sucking insects with mouthparts (such as aphids) and some lepidopteran pests. There are four main categories of underground pests in my country, namely cutworms, wireworms, mole crickets, and grubs. Among them, small cutworms, wireworms, mole crickets, and grubs. Cutworms are the larvae of lepidopteran pests, and fipronil suspension seed coating can be used to control corn grubs.
3. Imidacloprid is mainly used to control homopteran piercing-sucking mouthparts pests, and it is also widely used in sanitary insecticides.
Fipronil (120068-37-3) Precautions
The insecticide fipronil is very effective in controlling rice borer and leaf roller, but it is extremely unfriendly to the environment, that is, it will affect butterflies, dragonflies, etc. around the crops.
Fipronil (120068-37-3) insecticide price
Under normal circumstances, the price of the pesticide fipronil will be affected by raw materials, market environment, research and development costs, etc. If you want to know the latest price of the pesticide fipronil you need, please contact us to initiate an inquiry.
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