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Methothrin

Methothrin structure

CAS No:
34388-29-9
Formula:
C19H26O3
Chemical Name:
Methothrin
Synonyms:
Methothryn;MB pyrethroid;4-(Methoxymethyl)benzyl chrysanthemummonocarboxylate;Cyclopropanecarboxylic acid,2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-,[4-(methoxymethyl)phenyl]methyl ester;Cyclopropanecarboxylic acid,2,2-dimethyl-3-(2-methylpropenyl)-,p-(methoxymethyl)benzyl ester;Cyclopropanecarboxylic acid,2,2-dimethyl-3-(2-methyl-1-propenyl)-,[4-(methoxymethyl)phenyl]methyl ester;[4-(Methoxymethyl)phenyl]methyl 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate;4-(Methoxymethyl)benzyl chrysanthemate;4-(Methyloxymethyl)benzyl chrysanthemummonocarboxylate
Categories:
Agrochemicals > Insecticides

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Methothrin Basic Attributes

Molecular Weight：

302.40794

Exact Mass：

302.41

Characteristics

PSA：

35.5

XLogP3：

4.11460

Density：

1.075 g/cm3

Boiling Point：

369.639ºC at 760 mmHg

Flash Point：

154.79ºC

Refractive Index：

1.501

Safety Information

Transport codes：

3439

hazard class code：

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

safety instructions：

S22-S36

Marks：

Precautionary statement(s)：

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

Hazard Statements：

H302

GHS Classification：

|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

MeSH Entry Terms：

4-(methoxymethyl)benzyl chrysanthemummonocarboxylate

Methothrin 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

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

p-Xylene

Glycine