ChemicalBook CAS DataBase List Cypermethrin

Cypermethrin synthesis

10synthesis methods

Product Name:Cypermethrin
CAS Number:52315-07-8
Molecular formula:C22H19Cl2NO3
Molecular Weight:416.3

Cypermethrin is produced commercially through a multi-step chemical synthesis that begins with chrysanthemic acid, a compound structurally related to natural pyrethrins found in chrysanthemum flowers. The acid is chemically modified to enhance its stability and insecticidal potency. The key step involves esterification with a cyanophenoxybenzyl alcohol derivative, forming the active cypermethrin molecule—a synthetic pyrethroid.

52314-67-7 Synthesis

3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride

52314-67-7
102 suppliers
$66.00/50mg

39515-51-0
424 suppliers
$10.00/5g

52315-07-8
343 suppliers
$31.00/50mg

Yield:52315-07-8 95.5%

Reaction Conditions:

in tetrahydrofuran;dichloromethane;water;

Steps:

1.2 A.

(2) To a stirred solution of sodium cyanide (2.40 g, 0.049 mole) in a 1:1 by volume mixture of water and tetrahydrofuran (50 ml) at 15° was added dropwise over 30 minutes a mixture of 3-phenoxybenzaldehyde (7.00 g, 0.035 mole) and 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (10.00 g, 0.042 mole). Stirring was continued at 15° for an additional 2 hours, after which the reaction mixture was extracted thrice with methylene chloride (40 ml each). The combined organic layers were washed once with aqueous 2 N NaOH (50 ml), four times with waer (50 ml portions) to a final wash pH of about 6, then dried over MgSO₄ and concentrated to give α-cyano-3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate (13.9 g, 95.5% yield).

References:

US4299776,1981,A

773837-37-9 Synthesis