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Home > Encyclopedia > 2,2-Dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester

2,2-Dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester

2,2-Dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester structure

2,2-Dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester 

structure
  • CAS No:

    34388-29-9

  • Formula:

    C19H26O3

  • Chemical Name:

    2,2-Dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester

  • Synonyms:

    [4-(Methoxymethyl)phenyl]methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate;4-(methoxymethyl)benzyl chrysanthemum monocarboxylate;2,2-dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester;METHOTHRIN;2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylicacip-(methoxymeth;2,2-dimethyl-3-(2-methylpropyl)-1-cyclopropanecarboxylic acid [4-(methoxymethyl)phenyl]methyl ester;2,2-dimethyl-3-(2-methylpropyl)cyclopropanecarboxylicacidp-(methoxymethyl)b;4-(Methoxymethyl)benzylchrysanthemare

  • Categories:

    Agrochemicals  >  Insecticides

Description

The industrial product is a mixture of (±) cis and trans four isomers, brownish yellow oily liquid. Pure product is colorless oily liquid, Soluble in ethanol, benzene, toluene and other organic solvents; insoluble in water. Storage stability at room temperature, unstable to light, easy to decompose in case of alkali.

2,2-Dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester Basic Attributes

302.41

302.41

Characteristics

35.5

4.11460

1.1662 (rough estimate)

403.44°C (rough estimate)

154.79ºC

1.5490 (estimate)

Safety Information

3439

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin .

S22-S36

T

P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

4-(methoxymethyl)benzyl chrysanthemummonocarboxylate

2,2-Dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester Use and Manufacturing

Methods of Manufacturing

Preparation of chrysanthemum acid Take acetone and acetylene as basic raw materials to synthesize 2, 5-dimethyl-2, 4-hexadiene, and then form a ring with diazoacetate under copper catalyst to generate chrysanthemum acid. Preparation of 4-(Methoxymethyl)benzyl chloride Take p-xylene as the raw material, after side chain chlorination, p-chloromethylbenzyl chloride is prepared, and it is prepared by etherification. The synthesis of methothrin is prepared by the reaction of sodium chrysanthemum and 4-(methoxymethyl)benzyl chloride in a solvent. The operation process is: saponify 10 g of ethyl chrysanthemum acid with sodium hydroxide ethanol solution, remove the ethanol and water, add 10 mL of polar aprotic solvent, 9 g of 4-(methoxymethyl) benzyl chloride, and 0.1 g of catalyst. React at 85~90℃ for 2h. Cool, filter off sodium chloride, and distill under reduced pressure to obtain product 12.3g (82%), b.p. 190℃/666.5Pa, refractive index n20D1.5150.

Uses

It is a sanitary insecticide with good repellency against mosquitoes and other sanitary pests and strong killing ability


Methothrin is mainly used to control pests such as mosquitoes and flies. It is often used to make mosquito coils and electric mosquito repellent sheets. It has the characteristics of fast knockdown speed, good repellent performance, and strong lethality.

Computed Properties

Molecular Weight:302.4
XLogP3:5.1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:7
Exact Mass:302.18819469
Monoisotopic Mass:302.18819469
Topological Polar Surface Area:35.5
Heavy Atom Count:22
Complexity:412
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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