(±)顺式二氯菊酸
CIS-Cypermethric Acid
CAS: 59042-49-8
Molecular Formula: C8H10Cl2O2
(±)顺式二氯菊酸 - Names and Identifiers
(±)顺式二氯菊酸 - Physico-chemical Properties
| Molecular Formula | C8H10Cl2O2 |
| Molar Mass | 209.07 |
| Density | 1.433 |
| Melting Point | 95-96℃ |
| Boling Point | 291℃ |
| Flash Point | 130℃ |
| Storage Condition | -20°C |
| Physical and Chemical Properties | Chemical quality This product is a white solid, m.p.88 ~ 89 ℃, insoluble in water, soluble in benzene, toluene, carbon tetrachloride, chloroform and other solvents. |
| Use | Use (±) cis-dichloropolyamic acid is an intermediate for the preparation of cis-permethrin, cis-cypermethrin and deltamethrin. |
(±)顺式二氯菊酸 - Upstream Downstream Industry
(±)顺式二氯菊酸 - Nature
| acidity coefficient (pKa) | 4.66±0.42(Predicted) |
| EPA chemical information | Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (1R,3R)-rel- (59042-49-8) |
Last Update：2024-04-10 22:29:15
(±)顺式二氯菊酸 - Production method
±) cis-dichlorochrysanthemum acid can be added with (±) cis-trans dichlorochrysanthemum acid to sodium hydroxide solution to adjust the pH value to a certain value, and then carbon dioxide is passed into the solution,(±) cis-dichlorochrysanthemum acid is precipitated, filtered and dried to obtain (±) cis-dichlorochrysanthemum acid, and (±) trans-dichlorochrysanthemum.
In addition, ethyl 3, 3-dimethyl-4, 6,6, 6-tetrachlorohexanoate can also be generated by the modulating reaction of methyl elpate and carbon tetrachloride, and then potassium tert-butoxide can be combined to form (±) dichlorochrysanthemum acid methyl ester with an inverse ratio of 9: 1. Further saponification and recrystallization can obtain (±) cis dichlorochrysanthemum acid. The process is as follows: ethyl 3, 3-dimethyl-4-pentenoic acid, carbon tetrachloride and benzoyl peroxide are added to the round bottom flask, refluxed under nitrogen protection for 24 hours, and then carbon tetrachloride is distilled, the reaction residue is washed with dilute NaHCO3 solution to weakly alkaline, then washed with saturated salt water to neutral, dried, concentrated and distilled under reduced pressure to obtain ethyl 3, the yield can reach 90%, and the boiling point is 115~116 ℃/27Pa. In addition, add anhydrous tert-butanol into the round bottom flask, add metal potassium under the protection of nitrogen, heat and reflux until the metal potassium is completely dissolved, cool to room temperature, add the mixed solvent of cyclohexane and dimethylacetamide, stir evenly, cool to -20 ℃, and then drop a mixture of 3, 3-dimethyl-4, 6, 6-tetrachlorohexanoate and tert-butanol in, after the addition, react at -20~-15 ℃ for 5h, then raise the temperature to room temperature for 1h, add saturated ammonium chloride solution, separate out the organic phase, wash with saturated salt water to neutral, dry and concentrate, and distill under reduced pressure to obtain cis-rich dichloromethurate, cis, inverse ratio is 9: 1, boiling range is 91~93 ℃/20Pa. Then the above-mentioned cis-dichlorochrysanthemum acid is added to the aqueous solution of potassium hydroxide ethanol, heated and refluxed for 5h, saponified, and most of the ethanol and water are evaporated under reduced pressure. Under ice bath cooling, it is acidified with 30% HCl to precipitate a light yellow solid, filtered, dried, and recrystallized with n-hexane to obtain white solid (±) cis-chrysanthemum.
Last Update：2024-04-10 22:29:15
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View History
Raw Materials for (±)顺式二氯菊酸
Benzoyl peroxide
Cyclohexane
N,N-Dimethylacetamide
Potassium
Permethric acid
Methyl 3,3-dimethylpent-4-enoate
3,3-DIMETHYL-4-PENTENOIC ACID
Cyclohexane
N,N-Dimethylacetamide
Potassium
Permethric acid
Methyl 3,3-dimethylpent-4-enoate
3,3-DIMETHYL-4-PENTENOIC ACID
Downstream Products for (±)顺式二氯菊酸