Cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

C15H12Cl2F4O2

cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

CAS118712-89-3
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
118712-89-3
EC Number
405-060-5
UN Number
3077
Index Number
607-223-00-8
PubChem CID
656612

Physical-chemical properties

Molecular Formula
C15H12Cl2F4O2
Molar Mass
371.20 g/mol
IUPAC Name
cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Chemical Identifiers

InChI
InChI=1S/C15H12Cl2F4O2/c1-15(2)7(3-10(16)17)11(15)14(22)23-5-6-12(20)8(18)4-9(19)13(6)21/h3-4,7,11H,5H2,1-2H3/t7-,11+/m1/s1
InChI Key
DDVNRFNDOPPVQJ-HQJQHLMTSA-N

Overview

cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate (CAS 118712-89-3) is a synthetic pyrethroid insecticide ester featuring tetrafluorophenyl and dichloroethenyl functional groups. This complex organofluorine compound represents a sophisticated example of modern synthetic pyrethroid chemistry, characterized by its cyclopropane carboxylate core structure combined with multiple halogen substituents. The molecular formula C15H12Cl2F4O2 reflects the presence of both chlorine and fluorine atoms, which contribute significantly to its biological activity and chemical stability. With a molecular weight of 371.2 g/mol, this compound exhibits the structural characteristics typical of third-generation pyrethroid insecticides. The substance presents significant safety considerations, classified under multiple hazard categories including suspected carcinogenicity (Carc. 2), acute toxicity (Acute Tox. 4), and specific target organ toxicity (STOT SE 1). Environmental concerns are particularly notable, with classifications for both acute and chronic aquatic toxicity, requiring careful handling protocols and waste management procedures. The associated GHS pictograms (GHS08, GHS07, GHS09) and "Danger" signal word emphasize the need for appropriate personal protective equipment and engineering controls during industrial handling. Primary industrial applications include formulation of specialized insecticidal products for agricultural and professional pest control sectors. The compound's efficacy profile makes it suitable for integration into selective pesticide formulations, particularly where resistance to conventional pyrethroids has developed. Unlike simpler aromatic compounds such as diphenyldiazene, this tetrafluorophenyl derivative offers enhanced environmental persistence and target specificity. OYSI maintains availability of this technical-grade pyrethroid intermediate for qualified industrial customers requiring specialized insecticidal active ingredients.

Safety & Classification

Danger
Classification:

Carc. 2; Acute Tox. 4; STOT SE 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H351

Suspected of causing cancer.

H302

Harmful if swallowed.

H370

Causes damage to organs.

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

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 NameTransfluthrin (ISO)
Marine PollutantNo

Frequently Asked Questions

What is cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

Cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate is a synthetic organofluorine compound with the molecular formula C15H12Cl2F4O2 and CAS number 118712-89-3. This complex organic molecule has a molecular weight of 371.2 g/mol and features a cyclopropane ring structure with fluorinated aromatic and chlorinated vinyl substituents. It belongs to the pyrethroid family of compounds and is classified as hazardous with multiple safety concerns including potential carcinogenicity and aquatic toxicity.

What are the physicochemical properties of cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

This compound is an organic solid with a molecular weight of 371.2 g/mol and contains multiple halogen atoms (fluorine and chlorine) which influence its physical properties. The presence of fluorinated aromatic rings and chlorinated vinyl groups typically confers low volatility and hydrophobic characteristics. Due to its complex structure with both polar and non-polar regions, it likely exhibits limited water solubility but good solubility in organic solvents. The specific melting point, boiling point, and exact solubility data would require detailed analysis.

What is cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate used for?

This compound is primarily used as an active ingredient in insecticidal formulations, belonging to the pyrethroid class of synthetic insecticides. Its specific molecular structure makes it effective against a wide range of insect pests in agricultural and professional pest control applications. The compound works by disrupting the nervous system of target insects through sodium channel modulation. It may be incorporated into various pesticide formulations for crop protection, structural pest control, or vector control programs, always requiring professional handling due to its hazardous classification.

How to handle cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate safely?

Safe handling requires comprehensive personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection due to its Acute Tox. 4 and STOT SE 1 classifications. Work should be conducted in well-ventilated areas or under fume extraction systems to prevent inhalation exposure. Given its potential carcinogenicity (Carc. 2), minimize skin contact and avoid creating dust or aerosols. Use appropriate engineering controls, maintain good hygiene practices, and ensure all personnel are trained in chemical safety protocols before handling this hazardous substance.

How to store cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate correctly?

Proper storage requires a cool, dry, well-ventilated area away from direct sunlight and heat sources to maintain chemical stability. Store in original containers with tight-fitting lids to prevent contamination and vapor release. Keep away from incompatible materials such as strong acids, bases, and oxidizing agents. Due to its hazardous classification and environmental concerns (Aquatic Acute 1, Aquatic Chronic 1), storage areas should have appropriate containment measures to prevent environmental release. Implement restricted access controls and maintain proper inventory management with safety data sheets readily available.

What to do in case of contact with cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

Immediate decontamination is essential due to the compound's toxic properties. For skin contact, remove contaminated clothing and wash affected areas thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15-20 minutes and remove contact lenses if present. If inhaled, move the person to fresh air and monitor breathing. For ingestion, do not induce vomiting and rinse mouth with water. Seek immediate medical attention in all cases, providing the safety data sheet to medical personnel.

How to dispose of cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate appropriately?

Disposal must comply with local, national, and EU hazardous waste regulations due to its multiple hazard classifications including potential carcinogenicity and environmental toxicity. The compound cannot be disposed of in regular waste streams and requires treatment by licensed hazardous waste management facilities. Incineration at high temperatures in specialized facilities is typically the preferred method. Empty containers should also be treated as hazardous waste. Consult local environmental authorities and waste management companies for specific disposal requirements and never release this substance into the environment, sewers, or waterways.

How to transport cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate?

Transportation is regulated under ADR Class 9 (Miscellaneous dangerous goods), Packing Group III, indicating moderate danger during transport. Packages must comply with ADR packaging requirements including proper labeling with GHS pictograms (GHS07, GHS08, GHS09) and appropriate hazard markings. Transport documents must include the correct technical name, UN number, and hazard class. Vehicles should carry appropriate emergency equipment and drivers must have ADR certification. Avoid transport during extreme temperatures and ensure packages are secured to prevent damage during transit.

Is cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate subject to special regulations?

This compound is subject to comprehensive European chemical legislation including REACH registration requirements and CLP classification and labeling regulations. While not currently listed as a Substance of Very High Concern (SVHC), its Carc. 2 classification may trigger additional regulatory scrutiny. As a pesticide active ingredient, it falls under EU plant protection product regulations requiring specific authorizations for use. Companies handling this substance must maintain safety data sheets, implement risk management measures, and may need to fulfill notification or registration obligations depending on quantities and intended uses.

Where to buy cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate in Europe?

OYSI serves as a specialized European distributor for this technical chemical compound, providing reliable supply to qualified industrial and research customers. As a hazardous substance requiring professional handling, purchases are typically restricted to licensed companies with appropriate safety infrastructure and regulatory compliance. OYSI ensures proper documentation, regulatory compliance, and safe packaging for transportation. Customers should be prepared to provide relevant licenses, intended use information, and demonstrate adequate safety measures. Contact OYSI directly to discuss availability, specifications, and regulatory requirements for your specific application needs.

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Cis-(2,3,5,6-tetrafluorophenyl)methyl (1R,3S)-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.