CAS number：52645-53-1
molecular formula：C21H20Cl2O3
molecular weight：391.29
EINECS number：258-067-9

English synonyms

(+-)-,(cis,trans)-yleste;(3-phenoxyphenyl)methyl3-(2,2-dichlorethenyl)-2,2-dimethylcyclopropanecarbox;(3-Phenoxyphenyl)methyl-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate;(3-phenoxyphenyl)methyl3-(2,2-dichloroethyl)-2,2-dimethylcyclopropane-carboxy;(3-phenoxyphenyl)methyl-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-carboxy;-1-carboxylate;3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylicacid(3-phenoxyphen;SPARTAN

Related categories

Pyrethroid insecticide; Pesticide; Insecticide (mite) agent; Permethrin; Medical raw material; Chlorine pesticides; intermediates; small molecule inhibitors; feed additives; pesticide raw materials; pharmaceutical raw materials; pesticide residues, veterinary drugs and fertilizers; chemical daily chemicals; agricultural insecticide raw materials; pesticide intermediates; organic raw materials; raw materials; Raw materials; Da Chemical Industry; Herbicide; INSECTICIDE; Intermediates & Fine Chemicals; Pharmaceuticals; Acaricides Method Specific; N-PAlphabetic; PER - POLAPesticides; Alpha sort; WELCHOL;stabilizer;flavors and fragrances;pesticides-insecticides;chemical intermediates industrial raw materials;pesticide raw materials;chemical raw materials;organic intermediates;chemical raw materials;agricultural raw materials;insecticides;raw materials;chemicals;daily chemicals; Chemical Reagents; None; Organic Raw Materials; Endocrine Disruptors (Draft) Alphabetic; PER - POLA

Chemical properties

The pure product is solid, and the original drug is brownish-yellow viscous liquid or semi-solid. Relative density 1.21 (20°C), 1.202 (32°C), m.p.34～35°C, b.p.200°C/1.33Pa, 220°C/39.99Pa, vapor pressure 4.53×10-5Pa (25°C), refractive index n20D1.5690 , flash point >200°C, viscosity 25×10-2Pa·s (30°C). At 30°C, the solubility in acetone, methanol, ether, and xylene is >50%, in ethylene glycol <3%; in water <0.03mg/L. Permethrin is stable under acidic and neutral conditions and decomposes in alkaline medium; the half-life in water is 500h, the half-life in fertile soil is 15d (20°C), the half-life is about 4d under visible light and ultraviolet radiation, and the half-life in weak light can reach 3 weeks; the agent is resistant to rain erosion. ×10-5Pa

Use

●  It has strong contact and stomach poisoning effects, and has the characteristics of strong knockdown power and fast insecticidal speed. It is relatively stable to light, and under the same conditions of use, the development of resistance to pests is also relatively slow, and it is highly effective against Lepidoptera larvae. It can be used to control vegetables, tea, fruit trees, cotton and other crops such as cabbage caterpillar, aphid, cotton bollworm, cotton red bollworm, cotton aphid, green ligus, yellow striped flea beetle, peach borer, citrus leaf miner, twenty-eight star Ladybugs, tea loopers, tea caterpillars, tea fine moths and other pests have good effects on mosquitoes, flies, fleas, cockroaches, lice and other sanitary pests. For example, to control cotton bollworm and pink bollworm, spray with 10% EC 1000-1250 times liquid during the egg hatching stage, and also control bridge-building insects and leaf rollers. To control cotton aphids, spray 10% EC 2,000 to 3,000 times during the adult and nymph blooming stages, and the effect of resistant cotton aphids and cotton bollworms is poor. To control fruit tree pests, use 3.75mL/100m2 of 10% emulsifiable concentrate to spray 5.52kg of water. To prevent sanitary pests, spray with 800-1000 times of 10% emulsifiable concentrate. To control cabbage caterpillar, green peach aphid, diamondback moth, and Spodoptera litura, spray with 1000-2000 times of 10% EC.

●  It is a high-efficiency and low-toxic insecticide, which is used to control various crop pests such as cotton, rice, vegetables, fruit trees, tea trees, etc., and can also control sanitary and livestock pests

●  This product is a high-efficiency and low-toxic insecticide, which is used to control cotton, rice, vegetables, fruit trees, tea trees and other crop pests, and is also used to control sanitary pests and livestock pests. The insecticidal effect is strong, and the pests can be poisoned and killed at a very low concentration. Most of the effective concentrations for insect control in agriculture are below 100ppm, generally 20-50ppm, and the dosage of active ingredients per mu is generally only 5-10ml.

Production method

●  Synthesis of 1,1,1-trichloro-4-methyl-4-penten-2-ol with trichloroacetaldehyde and isobutene, after transposition, 1,1,1-trichloro-4-methyl -3-penten-2-ol, and then condensed and rearranged with triethyl orthoacetate to obtain 3,3-dimethyl-4,6,6-trichloro-5-hexenoic acid ethyl ester, further in ethanol Under the action of sodium, it is cyclized into 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate ethyl ester, which is saponified into sodium salt, and then combined with 3-phenoxybenzyl chloride Triethylamine reaction to produce permethrin. The raw materials and intermediates of this method are easier to obtain, and the operating conditions in the process are stricter. The product content is generally 60-80%, and it is processed into 3.2% or 10% emulsifiable concentrate and 0.25% powder for use.

●  Chloral and isobutene react to obtain (I) (II) two trichloroenol isomers. The reaction is carried out at low temperature with aluminum trichloride as the catalyst. In the presence of hydrogen chloride, acetonitrile reacts with absolute ethanol to generate imino ethyl ether hydrochloride, which further reacts with absolute ethanol to generate triethyl orthoacetate (III). In the presence of the catalyst p-toluenesulfonic acid, heat to 114 ~ 118 ° C, react for 3 hours, so that (I) into (II). The transposition product is reacted with triethyl orthoacetate, the catalyst is isobutyric acid, the reaction temperature rises from 110°C to 150°C for about 12 hours, reacts at 150-155°C for 7-8 hours, and distills the former fraction under 0.08MPa pressure. 3,3-Dimethyl-4,6,6-trichlorohexene-[5]-oic acid ethyl ester (V) accompanied by (VI). Carry out ring-opening reaction of (VI) in hydrogen chloride-ethanol solution to obtain (V). (V) In the presence of sodium ethoxide, react at 40-45°C for 5 hours to generate 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylic acid ethyl ester (VII) through cyclization , After rectification, higher purity permethrin ethyl ester can be obtained. In the presence of lye, (VII) was refluxed for 3 hours to saponify to obtain the corresponding sodium salt (VIII). (VIII) reacts with m-phenoxybenzyltriethylamine chloride to obtain permethrin (IX). The reaction process is as follows:

Team Presentation