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Permethric acid

Permethric acid structure

CAS No:
55701-05-8
Formula:
C8H10Cl2O2
Chemical Name:
Permethric acid
Synonyms:
Cyclopropanecarboxylic acid,3-(2,2-dichloroethenyl)-2,2-dimethyl-;Cyclopropanecarboxylic acid,3-(2,2-dichlorovinyl)-2,2-dimethyl-;3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid;Permethric acid;DV-chrysanthemic acid;3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid;Permethrinic acid;3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropylcarboxylic acid;2,2-Dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylic acid;2-(2,2-Dichlorovinyl)-3,3-dimethylcyclopropanecarboxylic acid;80225-30-5
Categories:
Agrochemicals > Pesticide Intermediates

Description

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid is an organochlorine compound. It derives from a cyclopropanecarboxylic acid.

Permethric acid Basic Attributes

Molecular Weight：

209.07

Exact Mass：

209.07

EC Number：

259-768-2

DSSTox ID：

DTXSID5028039|DTXSID9052717|DTXSID50406275|DTXSID50872759

HScode：

2916209090

Characteristics

PSA：

37.3

XLogP3：

2.66220

Density：

1.433 g/cm3

Melting Point：

58.33 °C

Boiling Point：

92-94.5 °C

Flash Point：

129.6ºC

Safety Information

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H302 (98.11%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 53 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid

Permethric acid Use and Manufacturing

Methods of Manufacturing

Permethrin acid is generally obtained by hydrolyzing and acidifying methyl (ethyl) permethrinate in an aqueous alkali solution of ethanol. Pump methyl permethrinate, lye and ethanol into the reaction kettle respectively, heat to reflux for 2h with stirring, distill the ethanol and methanol under normal pressure, add water to dissolve the sodium salt of permethrin after cooling slightly, and keep it under normal temperature. Add toluene and hydrochloric acid for acidification, the acidified layer pH=1～2, stir for 0.5h, stand still to separate the water layer and oil layer, put them into the storage tank, and then extract the water layer with toluene twice, combine the oil layers, heat to azeotropic dehydration The toluene solution of permethrin acid is obtained, and the toluene is evaporated to obtain permethrin acid.

Uses

Permethrin, or DV chrysanthemic acid, is an important intermediate for pyrethroids. It can be used to manufacture many hygienic or agricultural pyrethroid insecticides, such as permethrin, cypermethrin, cis-cypermethrin, lambda cypermethrin, and pentene. Cypermethrin (flumethrin), cypermethrin, permethrin, cypermethrin, pentafluthrin, tetrafluthrin, cyfluthrin (hypermethrin) ), deltamethrin, etc.

Manufacturing Info：

Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-: INACTIVE

Use Classification：

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Agrochemical：

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid is a known environmental transformation product of beta-cyfluthrin.|3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid is a known environmental transformation product of Cyfluthrin .

Computed Properties

Molecular Weight:209.07
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:208.0057849
Monoisotopic Mass:208.0057849
Topological Polar Surface Area:37.3
Heavy Atom Count:12
Complexity:241
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

chlorempenthrin

Cyfluthrin

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