Trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
C23H22ClF3O2
trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
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Identification
- CAS Number
- 82657-04-3
- UN Number
- 3349
- Index Number
- 607-699-00-7
- PubChem CID
- 6442842
Physical-chemical properties
- Molecular Formula
- C23H22ClF3O2
- Molar Mass
- 422.90 g/mol
- IUPAC Name
- trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
Chemical Identifiers
- InChI
- InChI=1S/C23H22ClF3O2/c1-14-16(10-7-11-17(14)15-8-5-4-6-9-15)13-29-21(28)20-18(22(20,2)3)12-19(24)23(25,26)27/h4-12,18,20H,13H2,1-3H3/b19-12-/t18-,20-/m0/s1
- InChI Key
- OMFRMAHOUUJSGP-IRHGGOMRSA-N
Overview
Trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate (CAS 82657-04-3) is a synthetic pyrethroid ester with potent insecticidal properties and complex stereochemistry. This specialized chemical compound belongs to the pyrethroid family of insecticides, characterized by its distinctive cyclopropane carboxylate structure combined with halogenated alkenyl substituents. The molecular formula C23H22ClF3O2 reflects the presence of both chlorine and trifluoromethyl groups, which contribute significantly to its biological activity and environmental persistence. With a molecular weight of 422.9 g/mol, this compound exhibits the typical structural complexity associated with third-generation synthetic pyrethroids. The substance presents considerable safety challenges, classified with multiple hazard categories including carcinogenicity (Category 2), acute toxicity, and skin sensitization potential. The GHS08, GHS06, and GHS09 pictograms indicate serious health hazards, acute toxicity, and environmental dangers respectively. Its classification under ADR Class 6.1 designates it as a toxic substance requiring specialized transport protocols. The compound shows particular concern for aquatic ecosystems, being classified as both acutely and chronically hazardous to aquatic life. Industrial applications primarily center on professional pest control formulations and specialized insecticidal products where high efficacy against resistant insect populations is required. The compound may also find use in research applications studying pyrethroid resistance mechanisms. Unlike simpler aromatic compounds such as N-methylaniline, this pyrethroid demonstrates highly specific neurotoxic action against insect sodium channels while maintaining selectivity over mammalian systems. OYSI maintains strategic partnerships with certified manufacturers to ensure reliable supply of this controlled substance, supporting European customers with comprehensive documentation and regulatory compliance assistance.
Safety & Classification
Carc. 2; Acute Tox. 3; Acute Tox. 2; STOT RE 1; Skin Sens. 1B; Aquatic Acute 1; Aquatic Chronic 1
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
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
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
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 Number | 3349 |
| ADR Class | 6.1 |
| Packing Group | III |
| Tunnel Code | E |
| Proper Shipping Name | Bifenthrin (ISO) |
| Marine Pollutant | No |
Frequently Asked Questions
What is trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?
Trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate is a synthetic pyrethroid insecticide with CAS number 82657-04-3. This complex organic compound has a molecular formula of C23H22ClF3O2 and a molecular weight of 422.9 g/mol. It belongs to the cyclopropanecarboxylate class of pyrethroids and exhibits significant biological activity against various insect species.
What are the physicochemical properties of trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?
This pyrethroid compound is typically a solid at room temperature with low water solubility due to its highly lipophilic nature. The presence of chlorine and fluorine atoms in its structure contributes to its chemical stability and biological activity. Like most pyrethroids, it exhibits good thermal stability and is generally stable under normal storage conditions. Its complex stereochemistry includes specific R,R and Z configurations that are crucial for its insecticidal activity.
What is trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate used for?
This compound is primarily used as an active ingredient in insecticidal formulations for agricultural and professional pest control applications. As a pyrethroid, it acts on the nervous system of insects by disrupting sodium channels, providing effective control against a wide range of flying and crawling insects. It is utilized in crop protection products, public health applications, and professional pest management solutions where rapid knockdown and residual activity are required.
How to handle trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate safely?
Safe handling requires comprehensive personal protective equipment due to its high toxicity classification (Acute Tox. 2 and 3). Operators must wear chemical-resistant gloves, protective clothing, eye protection, and respiratory protection when handling this substance. Work should be conducted in well-ventilated areas or under controlled conditions. The compound can cause skin sensitization (Skin Sens. 1B) and has potential carcinogenic properties (Carc. 2), requiring strict adherence to safety protocols and minimizing exposure.
How to store trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate correctly?
Proper storage requires a cool, dry, well-ventilated area away from direct sunlight and heat sources. The container should be tightly closed and stored in secondary containment due to its environmental hazard classification (Aquatic Acute 1, Aquatic Chronic 1). Storage areas must be secure, with access restricted to authorized personnel only. Keep away from incompatible materials such as strong bases and oxidizing agents. Regular inspection of containers for damage or leaks is essential.
What to do in case of contact with trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?
Immediate action is critical due to the high acute toxicity. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. If eye contact occurs, rinse immediately with clean water for at least 15 minutes. If inhaled, move to fresh air immediately. If swallowed, do not induce vomiting and seek immediate medical attention. Contact poison control or emergency services promptly, providing the safety data sheet.
How to dispose of trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate properly?
Disposal must be conducted through licensed hazardous waste disposal facilities due to its classification as toxic and environmentally hazardous waste. The substance cannot be disposed of in regular waste streams or sewage systems due to its aquatic toxicity. Waste should be collected in appropriate containers, properly labeled, and handled according to local and national hazardous waste regulations. Incineration at licensed high-temperature facilities is typically the preferred disposal method for pyrethroid compounds.
How to transport trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?
Transportation is regulated under ADR Class 6.1 (Toxic substances), Packing Group III, indicating moderate toxicity requiring specific packaging and labeling requirements. Packages must bear appropriate hazard labels and be constructed to prevent leakage during normal transport conditions. Transport documents must include proper shipping names, hazard class, and emergency response information. Vehicles must carry appropriate emergency equipment, and drivers require hazardous goods training certification for this toxic substance.
Is trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate subject to specific regulations?
Yes, this compound is subject to comprehensive chemical regulations including REACH registration requirements in Europe due to its commercial use. It is classified under CLP regulation with multiple hazard categories requiring specific labeling and safety data sheets. As a pyrethroid insecticide, it falls under biocide and plant protection product regulations. While not currently listed as a SVHC, its carcinogenic classification (Carc. 2) subjects it to strict occupational exposure limits and usage restrictions.
Where to buy trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate in Europe?
OYSI serves as a reliable European distributor for this specialized pyrethroid compound, providing professional-grade chemical supply services across Europe. As an established chemical distributor, OYSI ensures proper handling, documentation, and compliance with European chemical regulations. Given the substance's high toxicity and regulatory requirements, purchasing through authorized distributors like OYSI ensures proper packaging, safety documentation, and regulatory compliance for professional and industrial applications.
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SDS Service
Request Safety Data Sheet for Trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
Technical Consulting
Application advice for Trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
REACH Safety Data Sheet
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Digital Product Passport
EU-compliant product documentation
ADR Consulting for Trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
Trans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate is a dangerous good. We support you with labeling, packaging, and transport documentation.
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.