Molecular Formula | C19H26O3 |
Molar Mass | 302.41 |
Density | 1.1662 (rough estimate) |
Boling Point | 403.44°C (rough estimate) |
Storage Condition | 2-8℃ |
Refractive Index | 1.5490 (estimate) |
Physical and Chemical Properties | The industrial product is a mixture of (±) cis and trans isomers, brown-yellow oily liquid. The pure product is a colorless oily liquid, B. p.142 ~ 144 ℃/2.666Pa, 150~151 ℃/133.3Pa, 350 ℃/1.01 × 10-5Pa, with a relative density of about 0.9 and a refractive index of n20D1.5132. Soluble in ethanol, benzene, toluene and other organic solvents; insoluble in water. Stable storage at room temperature, unstable to light, easy to decompose in case of alkali. |
Toxicity | 大鼠急性经口LD50>5000mg/kg (4040mg/kg),小鼠为2296mg/kg(1747mg/kg)。对豚鼠皮肤无刺激和致敏作用。大鼠经口最大无作用剂量为8.08mg/kg (53.88mg/kg),吸入安全浓度为9mg/m3。动物体内无明显蓄积毒性,未见致突变作用。对鱼类高毒。 |
toxicity | acute oral LD50>5000mg/kg (4040mg/kg) in rats and 2296mg/kg(1747mg/kg) in mice. No irritation and sensitization to guinea pig skin. The maximum oral non-acting dose of rats is 8.08 mg/kg (53.88 mg/kg), and the safe inhalation concentration is 9mg/m3. There was no obvious accumulation of toxicity and no mutagenic effect in animals. Highly toxic to fish. |
Chemical properties | Industrial products are a mixture of (±) cis and trans isomers, brown-yellow oily liquid. The pure product is a colorless oily liquid, B. p.142 ~ 144 ℃/2.666Pa, 150~151 ℃/133.3Pa, 350 ℃/1.01 × 10-5Pa, with a relative density of about 0.9 and a refractive index of n20D1.5132. Soluble in ethanol, benzene, toluene and other organic solvents; insoluble in water. Stable storage at room temperature, unstable to light, easy to decompose in case of alkali. |
use | pyrethroid insecticides. It has the characteristics of low boiling point and high vapor pressure. It is used to prevent and control sanitary pests. It can be used for processing mosquito coils and is also the main raw material for manufacturing electric mosquito repellent tablets. 1% methethermethrin kerosene preparation can also be used. When 10mL of medicament is contained per cubic meter of space, all mosquitoes will be knocked down within 8min, and the mortality rate will reach 100% within 24 hours. It is mainly used to prevent and control mosquitoes and flies and other pests. It is often used to make mosquito-repellent incense and electric mosquito repellent tablets. It has the characteristics of fast knockout speed, good repellent performance, and strong killing power. The effective ingredient used in mosquito-repellent incense is generally 0.35%, and spray, aerosol, fumigant, etc. it is a sanitary insecticide, which has good repellency to mosquitoes, flies and other sanitary pests and strong killing ability |
Production method | It is obtained by esterating sodium chrysanthemum and 4-(methoxymethyl) benzyl chloride in a solvent. Preparation of intermediate chrysanthemum acid: Under stirring, glycine is added to hydrogen chloride gas saturated absolute ethanol, heated and refluxed until fully soluble to obtain glycine ethyl ester hydrochloride. In the aqueous solution of sodium nitrite, 2, 5-dimethyl-has -2, 4-diene (prepared by the reaction of acetone and acetylene) is added, the aqueous solution of glycine ethyl ester hydrochloride with pH = 1.0 is added dropwise, the reaction temperature is 18-20 ℃, the diazoethyl acetate is obtained, the precipitated copper catalyst and a small amount of p-cresol are added, and the reflux is released without nitrogen under stirring, and the fraction of 114-121 ℃(3.33kPa) is collected, ethyl chrysanthemum acid was prepared. Saponification with an ethanol solution of sodium hydroxide to remove ethanol is sodium chrysanthemum. Methyl ethrin crude oil is a brown-red transparent liquid with an active ingredient content of ≥ 85.0%. Raw material consumption quota: ethyl chrysanthemum 820kg/t, 4-(methoxymethyl) benzyl chloride 740kg/t. The preparation of chrysanthemum acid uses acetone and acetylene as the basic raw materials to synthesize 2, 5-dimethyl -2, 4-hexadiene, and then forms a ring with diazo acetate under a copper catalyst to generate chrysanthemum acid. Preparation of 4-(methoxymethyl) benzyl chloride using p-xylene as raw material, after side chain chlorination, p-chloromethyl benzyl chloride is prepared by etherification reaction. The synthesis of methrin is prepared by the reaction of sodium chrysanthemum with 4-(methoxymethyl) benzyl chloride in a solvent. The operation process is as follows: 10g of ethyl chrysanthemum acid is saponified with sodium hydroxide ethanol solution, ethanol and water are removed, 10mL of polar aprotic solvent, 9g of 4-(methoxymethyl) benzyl chloride and 0.1g of catalyst are added, and the reaction is carried out at 85~90 ℃ for 2h. Cooling, filtration of sodium chloride, decompression distillation, product 12.3g (82%), B. p.190 ℃/666.5Pa, refractive index n20D1.5150. |