2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
D-Prallethrin
CAS: 103065-19-6;23031-36-9
Molecular Formula: C19H24O3
2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate - Names and Identifiers
| Name | D-Prallethrin |
| Synonyms | Prallethrin D-Prallethrin 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate 2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate 2-methyl-4-oxo-3-(prop-2-yn-1-yl)cyclopent-2-en-1-yl (1S,3S)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate (S)-2-Methyl-3-(2-propynyl)-4-oxocyclopent-2-enyl-(lR)-cis,trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate |
| CAS | 103065-19-6 23031-36-9 |
| EINECS | 245-387-9 |
| InChI | InChI=1/C19H24O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h1,9,14,16-17H,8,10H2,2-6H3 |
2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate - Physico-chemical Properties
| Molecular Formula | C19H24O3 |
| Molar Mass | 300.39 |
| Density | 1.084g/cm3 |
| Melting Point | 25°C |
| Boling Point | 389.794°C at 760 mmHg |
| Flash Point | 167.85°C |
| Water Solubility | 8 mg l-1 (25 °C) |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | morphology neat |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.524 |
| Physical and Chemical Properties | Chemical properties The original drug is an oily liquid. B. p.>313.5 ℃, relative density 1.03. Soluble in methanol and hexane, solubility> 50% at room temperature, solubility in water at 25 ℃ is 8.03mg/L, partition coefficient is 30800. |
| Use | The purpose has a strong contact killing effect, and the knock-down and killing performance is four times that of dextrorin-rich. It is mainly used to make mosquito-repellent incense, electric mosquito-repellent incense and liquid mosquito-repellent incense. |
2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R23 - Toxic by inhalation R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 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 | UN2811 6.1/PG 2 |
| WGK Germany | 3 |
| HS Code | 29162090 |
2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate - Upstream Downstream Industry
| Raw Materials | Ethanol Ethyl acetate N,N-Dimethylformamide Ethyl acetoacetate Sodium ethoxide Acetylacetone Methylglyoxal CHAMAZULEN 1-Hexyne 6-Heptynoic acid PROPARGYL BENZENESULFONATE |
2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate - Nature
| EPA chemical information | Prallethrin (23031-36-9) |
Last Update：2024-04-10 22:29:15
2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate - Security information
| toxic substance data | 23031-36-9(Hazardous Substances Data) |
Last Update：2024-04-10 22:29:15
2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate - Uses and synthesis methods
Toxicity
the acute oral LD50 of male rats is 640mg/kg, and the female is 460mg/kg; the acute percutaneous LD50 of rats is> 5000mg/kg.
Production method
preparation of acetylene chrysanthemum alcohol in the presence of sodium ethoxide and absolute ethanol, ethyl acetoacetate and propargyl benzenesulfonate stirred reaction for 8h, and then refluxing for 1h to prepare 2-propargyl -3-oxobutyrate ethyl ester, the yield is 85.3%. The product of the previous step is added dropwise to the 10% Na2CO3 solution, and the azeotrope of the product and water is distilled at the same time to generate 5-oxo-1-hexyne with 63.8% yield. MgCH3OH and iodine are heated and refluxed to evaporate methanol, dimethylformamide (DMF) is added, CO2 is passed to saturation, the remaining methanol is heated and evaporated to the distillate temperature of 140 ℃, CO2 is still passed during distillation, and finally MMC (methylmagnesium carbonate)-DMF solution is prepared by passing CO2 for 1h. 5-oxo-1-hexyne is added to the MMC-DMF solution, stirred and heated to above 110 ℃ for 2 hours, DMF is steamed out, hydrochloric acid and water are added until the solid is dissolved, ether extraction is carried out, and KOH solution is added to obtain 25% 3-oxo-6-heptyne potassium solution.
adjust the above solution to pH value 8, raise the temperature to 35 ℃, add acetone aldehyde dropwise, maintain pH value 8 for 16h, cool, saturate the reaction solution with salt and extract with ether to obtain 3-hydroxy -8-nonyne -2,5-dione with a yield of 41.6%-46.8%.
add 10% NaOH dropwise to the ether solution of 3-hydroxy -8-nonyne -2,5-dione, finish the droplet for 2.5h, keep the temperature at -8~10 ℃, then continue the reaction at -8 ~-5 ℃ for 3h, adjust to neutral with concentrated hydrochloric acid, saturate with salt, extract with ether, and obtain yellow liquid acetylenicol with a yield of 59.9%.
Last Update：2024-04-09 21:01:54
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View History
Raw Materials for 2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate