HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester
DV Ester · DV METHYL ESTER · METHYL PERMETHRATE · PERMETHRIN EP IMP B · DV Methyl chrysanthemate · Permethrin EP Impurity B · Permethricacidmethylester · METHYL 3-(2 2-DICHLOROETHENYL)-2 2-DIME&
Identifiers & Physical Properties
| CAS No. | 59897-93-7 |
|---|---|
| Molecular formula | C9.H12.Cl2.O2 |
| Average molar mass | 223.09 g/mol |
| Monoisotopic mass | 222.02143498 g/mol |
| SMILES | COC(=O)C1C(C=C(Cl)Cl)C1(C)C |
| InChIKey | QJOOIMSFFIUFKX-UHFFFAOYSA-N |
| PubChem CID | 94591 |
| EC No. | 261-977-9 |
| DTXSID | DTXSID0028113 |
Chemical & Physical Properties
| XLogP | 3.6 |
|---|---|
| Topological polar surface area | 26.3 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 3 |
| Heavy atoms | 13 |
| Formal charge | 0 |
| Complexity | 254 |
| Pesticides | Pesticide degradation product |
| LogP (partition coefficient) | 3.63 |
| Density | 1.17 @25 °C1.304 |
| Boiling point | 234-235 °C |
| Refractive index | 1.492-1.5 |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Physical state | Oil |
| Color | Colourless |
| Henry's law constant | 6.1×10-2 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| Stability | Light Sensitive |
| EPA Substance Registry System | Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester (61898-95-1) |
| GHS pictogram | GHS08 |
| Signal word | Warning |
| GHS hazard statements | H315 |
| GHS precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362 |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 37/39-26-36 |
| TSCA inventory status | TSCA listed |
Safety & Regulations
| GHS classification | DangerH315 (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 Classes and Categories | Skin Irrit. 2 (100%) |
| Protective Action Criteria (PAC) | 15 [mg/m3]170 [mg/m3]990 [mg/m3] |
| USGS Health-Based Screening Levels for Evaluating Water-Quality | Methyl trans-3-(2,2-dichlorovinyl)-2,2-dimethyl-(1-cyclopropane)-carboxylatePesticide degradation productSmith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP |
| TSCA inventory status | TSCA listed |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS08 |
| Hazard symbols | Xi |
| Safety statements (S) | 37/39-26-36 |
| GHS hazard statements | H315 |
| GHS precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362 |
Applications & Uses
Uses
Permethrinic 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.