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250346-55-5

250346-55-5 Structure

250346-55-5 Structure
IdentificationBack Directory
[Name]

D-trans propargyl chloride pyrethroid
[CAS]

250346-55-5
[Synonyms]

D-trans propargyl chloride pyrethroid
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (1S)-2-methyl-4-oxo-3-(2-propyn-1-yl)-2-cyclopenten-1-yl ester, (1R,3S)-
[Molecular Formula]

C17H18Cl2O3
[MOL File]

250346-55-5.mol
[Molecular Weight]

341.23
Chemical PropertiesBack Directory
[Boiling point ]

421.0±45.0 °C(Predicted)
[density ]

1.27±0.1 g/cm3(Predicted)
Hazard InformationBack Directory
[Description]

This is a novel chinese a pyrethroid ester insecticide for which little published data is available.
[Chemical Properties]

Dextro-trans Chloropropargyl Permethrin is light gray-yellow crystal with a melting point of 90℃. It is easily soluble in toluene, acetone, cyclohexane and other organic solvents, insoluble in water and other hydroxyl solvents. It is stable to light and heat, and also stable in neutral and slightly acidic medium, but easy to decompose under alkaline conditions.
[Definition]

ChEBI: Chloroprallethrin is a carboxylic ester obtained by formal condensation between the carboxy group of (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylic acid and the hydroxy group of (4S)-4-hydroxy-3-methyl-2-(prop-2-yn-1-yl)cyclopent-2-en-1-one. It has a role as a pyrethroid ester insecticide and an agrochemical. It is an organochlorine compound, an enone, a terminal acetylenic compound, a cyclic ketone and a cyclopropanecarboxylate ester.
[Production Methods]

Chloroprallethrin is produced through the modular ester-assembly route characteristic of many modern pyrethroid-type insecticides. Commercial manufacturers begin by preparing the acid fragment, a chlorinated, highly substituted cyclopropanecarboxylic acid, using established halogenation and cyclopropanation chemistry common across the pyrethroid class. In parallel, they generate the alcohol fragment, a prallethrin-type allylic alcohol built from terpene-derived intermediates. These two components are then coupled via esterification under controlled conditions to form chloroprallethrin. The crude ester is subsequently purified, stripped of residual solvents, and crystallised or stabilised as an oil, yielding technical grade material suitable for formulation.
[Mechanism of action]

Pyrethroid insecticides generally work by disrupting sodium channels in insect nerve cells, leading to paralysis and death.
[Pesticide Type]

Insecticide
Questions And AnswerBack Directory
[Application]

Tests on dextrorotatory trans-cypermethrin as an aerosol against mosquitoes, barnyard grasshoppers, and cockroaches revealed its superior knockdown activity, outperforming dextrorotatory propargyl and more than 10 times that of methamidophos. A 0.035% dextrorotatory trans-cypermethrin aerosol was comparable in effectiveness against mosquitoes to 0.12% dextrorotatory propargyl and 0.5% methamidophos.
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