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Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester

HCID 101094
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
59609-49-3
Standard SMILES
CCOC(=O)C1C(C=C(Cl)Cl)C1(C)C
InChIKey
QPTWKDNRYCGMJM-UHFFFAOYSA-N
Molecular formula
C10H14Cl2O2
Average molar mass
237.12 g/mol
Monoisotopic mass
236.03708505

Names & identifiers

Preferred name
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester
IUPAC
ethyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
English name
ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate
Molecular formula
C10H14Cl2O2
Molecular weight
237.12

Names & synonyms

59609-49-3Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl esterEthyl 2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylateEthyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylateEINECS 261-826-7Ethyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylateDTXSID408863603-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid, ethyl esterRefChem:581167DTXCID801025691261-826-7ethyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
Show more names
Permethric acid ethyl esterethyl dichlorovinyl-2,2-dimethyl-1-cyclopropanecarboxylateETHYL 3-(2,2-DICHLOROVINYL)-2,2-DIME-1-CYCLOPROPANECARBOXYLATE2,2-Dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylic acid ethyl ester2-(2,2-Dichlorovinyl)-3,3-dimethylcyclopropane-1-carboxylic acid ethyl esterethyl(±)cis,trans-2,2-dimethyl-3-2,2-dichloro vinyl cyclopropane carboxylateEthyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate,97%, mixture of cis and
Ethyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylateSCHEMBL294552ethyl 3-(2',2'-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylateNS00055481ethyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)cyclopropane carboxylateethyl 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropane carboxylateethyl 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylateethyl 2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropane carboxylate

Database identifiers

CAS
59609-49-3
PubChem CID
101094
DTXSID
DTXSID40886360
EC Number
261-826-7
Nikkaji
J23.511C

Properties

Computed structural propertiesFilling in

XLogP
4
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
14
Formal charge
0
Complexity
267

Physicochemical properties

Boiling point
338.48 °C · 338.48°C (rough estimate)
Density
1.2191 · 1.2191 (rough estimate)
refractive index
1.541 · 1.5410 (estimate)
EPA Substance Registry System
3 · Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester (59609-49-3)
Symbol(GHS)
9 · GHS09
Hazard statements
411 · H411
TSCA
TSCA listed

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 3 items

H411 (100%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P273, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAquatic Chronic 2 (100%)

Safety data

tsca
TSCA listed
Symbol(GHS)
GHS09
Hazard statements
H411

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationCyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester: INACTIVE

Applications

UsesEthyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate is an important intermediate of pyrethroids and can be used to prepare permethrin, cypermethrin, beta-cypermethrin, transfluthrin, cyfluthrin, etc.

Upstream & downstream products

Upstream raw materials

orthoacetic acidChloralBenzoyl peroxidep-Toluenesulfonic acidCopper1-HexeneMethyl dipermethrinIsobutylenediazoacetic acidMethylpentadieneSodium ethoxide16-Dehydropregnenolone acetate3-Methyl-2-buten-1-ol2-METHYL-1-BUTENEMethyl ester ethyl ester

Related reactions

45 records
New reaction record
HRID 96960 reaction equation
HRID 96960As productTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 127855 reaction equation
HRID 127855As productuspto-grants-1981_03
HRID 133925 reaction equation
HRID 133925As productTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 142066 reaction equation
HRID 142066As productTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 224754 reaction equation
HRID 224754As productuspto-grants-1980_11
HRID 225300 reaction equation
HRID 225300As productuspto-grants-1980_11
HRID 672424 reaction equation
HRID 672424As productTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
HRID 686259 reaction equation
HRID 686259As productTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
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Methyl acetate
Gamma Butyrolactone

Downstream products

Permethrin3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride