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

HCID 94591CAS 59897-93-7
Substructure searchFind similar structures

Basic information

Standard SMILES
COC(=O)C1C(C=C(Cl)Cl)C1(C)C
InChIKey
QJOOIMSFFIUFKX-UHFFFAOYSA-N
Molecular formula
C9.H12.Cl2.O2
Average molar mass
223.09 g/mol
Monoisotopic mass
222.02143498

Overview

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Names & identifiers

Preferred name
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester
IUPAC
methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
English name
Methyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-(1-cyclopropane)carboxylate
Molecular formula
C9H12Cl2O2
Molecular weight
223.1

Names & synonyms

61898-95-1Methyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylatePermethrinic Acid Methyl EsterCyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl esterEINECS 263-308-6DTXSID0028113RefChem:581169DTXCID508113263-308-6methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylateMFCD00044765Permethrinic acid-methyl ester
Show more names
DV EsterDV METHYL ESTERMETHYL PERMETHRATEPERMETHRIN EP IMP BDV Methyl chrysanthematePermethricacidmethylesterMETHYL 3-(2 2-DICHLOROETHENYL)-2 2-DIME&Permethrin Impurity 2（Permethrin EP Impurity B）Permethrin EP Impurity B (Permethrinic Acid Methyl Ester)
EINECS 261-977-9Methyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-(1-cyclopropane)carboxylate59897-94-8Methyl cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylatetrans-3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid, methyl esterPermethrin EP Impurity BC9H12Cl2O2Permetrinic acid, methyl ester

Database identifiers

CAS
59897-93-7、59897-94-8、61898-95-1
PubChem CID
94591
DTXSID
DTXSID0028113
EC Number
261-977-9、263-308-6
Nikkaji
J23.512A

Properties

Computed structural properties

XLogP
3.6
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
13

Experimental & physicochemical properties

PesticidesPesticide degradation product
LogP3.63
Density1.17 @25 °C

Physicochemical properties

Boiling point
234 · 234-235 °C
Density
1.304 · 1.304
refractive index
1.492 · 1.492-1.5
solubility
Chloroform (Slightly), Methanol (Slightly)
form
Oil
color
Colourless

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

15 [mg/m3]

170 [mg/m3]

990 [mg/m3]

Toxicology

USGS Health-Based Screening Levels for Evaluating Water-Quality · 3 items

Methyl trans-3-(2,2-dichlorovinyl)-2,2-dimethyl-(1-cyclopropane)-carboxylate

Pesticide degradation product

Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP

Safety data

tsca
TSCA listed
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS08
hazard_code
Xi
safety_code
37/39-26-36

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationCyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester: ACTIVE
Applications · 1 item

UsesPermethrinic Acid Methyl Ester is an impurity of the insecticide Permethrin (P288500), which is synthetic pyrethroid insecticide with low mammalian toxicity. Permethrinic Acid Methyl Ester is also used as a reactant in preperation of β-ketoesters via sodium hydroxide catalyzed crossed Claisen condensation of ketene silyl acetals and methyl esters.

Upstream & downstream products

Suppliers33 total

陕西缔都新材料有限公司81124267 17392282731 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

Related reactions

10 records
New reaction record

Linked notes

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