3,3-Dimethyl-4-pentenoic acid methyl
methyl 3,3-dimethyl-4-pentenoate
CAS: 63721-05-1
Molecular Formula: C8H14O2
3,3-Dimethyl-4-pentenoic acid methyl - Names and Identifiers
3,3-Dimethyl-4-pentenoic acid methyl - Physico-chemical Properties
| Molecular Formula | C8H14O2 |
| Molar Mass | 142.2 |
| Density | 0.899 |
| Boling Point | 59°C 4,4mm |
| Flash Point | 107°F |
| Vapor Presure | 7.43mmHg at 25°C |
| Appearance | clear liquid |
| Color | Colorless to Almost colorless |
| Refractive Index | 1.423 |
| Physical and Chemical Properties | Methyl valvulate is a colorless liquid with flavor J, B. p.62 ~ 68 ℃/2 × 103PA, insoluble in water, soluble in alcohol, ether, Ester and other organic solvents. |
| Use | Synthetic pyrethroid insecticides used in many health and agricultural applications |
3,3-Dimethyl-4-pentenoic acid methyl - Risk and Safety
| Risk Codes | 10 - Flammable |
| Safety Description | 16 - Keep away from sources of ignition. |
| UN IDs | 3272 |
| Hazard Class | 3.2 |
| Packing Group | III |
3,3-Dimethyl-4-pentenoic acid methyl - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | pyrethroid pesticides are a new generation of pesticides developed on the basis of mimicking the effective components and chemical structure of natural pyrethrins, because of its obvious efficacy, high insecticidal activity, wide use, low residue, small toxicity to mammals, it has become an ideal variety to replace high toxicity and high residue organophosphorus pesticides. Valvulin acid methyl ester, the chemical name is 3,3 dimethyl -4-pentenoic acid methyl ester, pure product is colorless and transparent, with a special stimulating odor of the liquid. Soluble in ethanol, ethyl acetate, ethyl ether and other organic solvents, insoluble in water, is a pungent flavor of organic compounds, is the most important intermediates in the synthesis of various types of pyrethroids, including permethrin (DV pyrethroid), permethrin, permethrin, cypermethrin and a series of dichloro-pyrethroid insecticides; Cyhalothrin, deltamethrin, fulverfenthrin and other more than a dozen categories of varieties. Methyl valvulate accounts for about 60% of the cost of these pesticides and plays a key role in the synthesis of various types of pyrethroid pesticides. In the early 70 s, methyl valvulate was first produced by the UK's jielecan company, but more than a category of imitation. At the same time, methyl valvulate acid is also an important chemical raw material, which can be used in general organic synthesis. Because a large number of chemical raw materials with pungent odor are used in the production process of methyl valvulate acid, intermediate products and final products are also gas chemicals with pungent odor, so the production process should pay attention to its impact on human health and ecological environment. Figure 1 is the structural formula of methyl valvulate |
| Application | methylethanoic acid is an important intermediate of pyrethroid, which can produce dichloro-pyrethric acid, Tri-pyrethroid acid to produce permethrin, cypermethrin, cyhalothrin and other pyrethroids, such as a new method for the synthesis of pyrethroid-permethrin by using methyl valvulate as raw material and ferrous chloride as initiator, 3, 3-dimethyl-4, 6, 6-trichlorohexanoic acid methyl ester was obtained after addition with chloroform in a closed system, followed by ring formation, dehydrohalogenation, hydrolysis and acidification to obtain 2,2-dimethyl -3-(ethylchlorovinyl)-cyclopropane carboxylic acid (partial chlorine chrysanthemum acid), partial chlorine chrysanthemum sodium and quaternary ammonium salt reflux to obtain partial chlorine chrysanthemum acid p-methoxy benzyl ester. |
| dimethyl carbonate | dimethyl carbonate, also known as methyl carbonate, is a colorless transparent liquid with a relative molecular mass of 90.08 and a relative density of 1.0694, melting point 2~4 °c, boiling point 90~91 °c, 42 °c (1.60 × 104Pa), flash point 21.7 °c, 16.7 °c (closed form), refractive index 1.3687. Soluble in water (20 ° C 13.9), acetone, chloroform, toluene, soluble in ethanol, inorganic acid and alkali solution. It has strong chemical reactivity and can provide methylated groups, carbonylated groups and acylated groups to replace phosgene, dimethyl sulfate and the like, which are polluting to the environment, and has attracted wide attention. Rat oral LD5013.80ml/kg. Due to the very low toxicity of this product, widely used as pharmaceutical raw materials, the production of furazolidone; Pesticide intermediates, preparation of insecticide carbaryl (also known as Carbanyl, Carbanyl), acaricide carbofuran, for vegetables, fruit trees, cotton pest control; preparation of diphenyl phosphate, used as a raw material for polycarbonate, polycarbonate is widely used as engineering plastics and optical materials; Used as a raw material for isocyanate, isocyanate can produce polyurethane; Used for the production of thermosetting resin allyl diethylene glycol carbonate, used as optical materials; used as a raw material for the production of diaminourea, diaminourea is a boiler cleaning agent; Used as a raw material for long chain alkyl carbonate and tetramethylammonium hydroxide; Preparation of anisole, spices, N-methyl carbazole and diaminourea raw materials; Can be used as gasoline additives to improve octane; It is also used as an intermediate in other organic synthesis and as a methylating agent and carbonylation. This product can be methanol and phosgene as raw materials, reaction to generate methyl chloroformate, further reaction with methanol; Can also be methanol and carbon monoxide as raw materials, in the role of cuprous chloride catalyst, at 100~140 ℃ and 2.0 ~ 2.5MPa, gas phase (or liquid phase) Carbonylation and oxidation; Ethylene oxide can also be used as raw materials to react with carbon dioxide to generate ethylene carbonate, it is prepared by transesterification with methanol; Methyl nitrite is used as raw material, under the action of catalyst platinum and palladium, it can also be prepared by reaction with carbon monoxide. As an important chemical product in the 21st century, dimethyl carbonate is attracting more and more attention from all over the world, and has gradually formed a new cornerstone of organic synthesis with DMC as the core. (2016-04-14) |
| Use | methyl valvulate, methyl 3, 3-dimethylpentene [4] carboxylate, it is an important intermediate of pyrethroid, and can be used for the synthesis of dichloro-pyrethroid methyl ester and tricarboxylic acid ester. synthetic pyrethroid insecticides for many sanitary and agricultural purposes synthetic pyrethroid insecticides for many sanitary and agricultural purposes |
| production method | the preparation method is to put 3-methyl-2-butenol, trimethyl orthoacetate and catalyst phenol in the reaction pot, with stirring, the mixture was heated to 95 ° C. For 2-3H to remove methanol, and then heated to 140 ° C. Within 1H to remove unreacted trimethyl orthoacetate. Then the reaction is carried out at this temperature for 20h, and methanol is distilled off while reacting until no methanol is distilled off. After the reaction is completed, the reaction solution is transferred to a distillation pan, and the fraction of 70-71 ℃/8.00kPa is collected by distillation under reduced pressure, the yield was 84%. |
Last Update：2024-04-10 22:29:15
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