(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

C21H20Cl2O3

CAS52645-53-1
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
52645-53-1
EC Number
258-067-9
UN Number
3077
Index Number
613-058-00-2
PubChem CID
40326

Physical-chemical properties

Molecular Formula
C21H20Cl2O3
Molar Mass
391.30 g/mol
IUPAC Name
(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Chemical Identifiers

InChI
InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3
InChI Key
RLLPVAHGXHCWKJ-UHFFFAOYSA-N

Overview

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate (CAS 52645-53-1) is an organochlorine ester compound with pronounced insecticidal properties and environmental persistence characteristics. This synthetic pyrethroid insecticide belongs to the cyclopropane carboxylate family and represents a key active ingredient in professional pest control formulations. The compound features a complex molecular structure combining a phenoxyphenyl alcohol moiety with a dichloroethenyl-substituted cyclopropane carboxylic acid, resulting in its characteristic insecticidal activity and lipophilic properties. With a molecular formula of C21H20Cl2O3 and molecular weight of 391.3 g/mol, this substance exhibits typical pyrethroid characteristics including high potency against arthropod pests and relatively low mammalian toxicity. The compound is classified under multiple hazard categories including Acute Toxicity Category 4, Skin Sensitization Category 1, and Aquatic toxicity categories reflecting its biological activity. Safety protocols require appropriate handling procedures due to its potential for skin sensitization and significant aquatic toxicity. The ADR Class 9 classification indicates it requires special transport considerations as a miscellaneous dangerous substance. Primary industrial applications include professional pest control formulations, agricultural insecticides for crop protection, and specialized biocidal products for structural pest management. The compound's stability profile differs from simpler esters like 2-methylpropyl 2-(oxiran-2-yl)acetate, offering enhanced environmental persistence suitable for long-term pest control applications. Its formulation often incorporates stabilizers such as triphenyl phosphite to maintain product integrity during storage and application. OYSI maintains reliable supply chains for this specialized pyrethroid compound, supporting European industrial customers with consistent quality and comprehensive technical documentation.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Acute Tox. 4 *; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H332

Harmful if inhaled.

H302

Harmful if swallowed.

H317

May cause an allergic skin reaction.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Inhalation

Harmful

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Skin Contact

Irritant

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NamePermethrin (ISO), rein, fest
Marine PollutantNo

Frequently Asked Questions

What is (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate is a synthetic pyrethroid insecticide with CAS number 52645-53-1 and molecular formula C21H20Cl2O3. This compound has a molecular weight of 391.3 g/mol and belongs to the cyclopropane carboxylate chemical family. It is classified as moderately toxic and presents environmental hazards, requiring careful handling and storage according to established safety protocols.

What are the physicochemical properties of (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate is typically a solid crystalline compound at room temperature with a molecular weight of 391.3 g/mol. As a pyrethroid ester, it generally exhibits low water solubility but good solubility in organic solvents. The compound contains dichloroethenyl and phenoxyphenyl functional groups, contributing to its stability and lipophilic properties essential for its biological activity.

What is (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate used for?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate is primarily used as an active ingredient in insecticidal formulations for agricultural and public health applications. This synthetic pyrethroid effectively controls various insect pests through its neurotoxic action on sodium channels. It is commonly incorporated into crop protection products, household insecticides, and vector control programs due to its broad-spectrum efficacy and relatively favorable environmental profile compared to organochlorines.

How to safely handle (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate requires careful handling using appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or use respiratory protection to avoid inhalation. The compound is classified as Acute Tox. 4 and Skin Sens. 1, indicating moderate toxicity and potential for skin sensitization. Avoid direct skin contact and ensure proper hygiene measures after handling.

How to properly store (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate should be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers tightly closed and store away from incompatible materials such as strong oxidizers and bases. Due to its environmental hazard classification (Aquatic Acute 1, Aquatic Chronic 1), ensure storage areas have appropriate containment measures to prevent environmental release. Maintain storage temperatures according to supplier specifications.

What to do in case of contact with (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

In case of skin contact with (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate, immediately remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with clean water for 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. If swallowed, do not induce vomiting and seek immediate medical attention. Always consult a physician and provide the safety data sheet.

How to properly dispose of (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate must be disposed of through licensed hazardous waste disposal facilities in accordance with local, national, and EU waste regulations. Due to its environmental hazard classification, prevent release to waterways, soil, or atmosphere. Empty containers should be triple-rinsed and disposed of as hazardous waste. Do not dispose of in regular waste streams or pour down drains. Consult local environmental authorities for specific disposal requirements.

How to transport (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate is classified as ADR Class 9 (Miscellaneous Dangerous Goods), Packing Group III for transportation purposes. This classification indicates it poses a moderate danger during transport and requires appropriate packaging, labeling, and documentation according to ADR regulations. Use UN-approved packaging and ensure proper hazard labels are displayed. Transport vehicles must comply with ADR requirements and drivers should carry appropriate documentation and emergency information.

Is (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate subject to specific regulations?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate is subject to EU REACH regulation for chemical registration and CLP regulation for classification and labeling, displaying GHS07 and GHS09 pictograms with 'Warning' signal word. It is not currently listed as a SVHC substance. As a pyrethroid insecticide, it may be subject to biocidal product regulations and plant protection product legislation depending on its intended use. Always verify current regulatory status before use.

Where to buy (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate in Europe?

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate is available through OYSI, a specialized European distributor of technical chemicals and intermediates. OYSI provides high-quality chemical products with comprehensive documentation including safety data sheets, certificates of analysis, and regulatory compliance information. As a professional chemical distributor, OYSI ensures proper handling, packaging, and delivery throughout Europe while maintaining strict quality standards and regulatory compliance for industrial and research applications.

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(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.