[cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate
C22H23NO3
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Identification
- CAS Number
- 39515-41-8
- EC Number
- 254-485-0
- UN Number
- 3352
- Index Number
- 607-239-00-5
- PubChem CID
- 47326
Physical-chemical properties
- Molecular Formula
- C22H23NO3
- Molar Mass
- 349.40 g/mol
- IUPAC Name
- [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate
Chemical Identifiers
- InChI
- InChI=1S/C22H23NO3/c1-21(2)19(22(21,3)4)20(24)26-18(14-23)15-9-8-12-17(13-15)25-16-10-6-5-7-11-16/h5-13,18-19H,1-4H3
- InChI Key
- XQUXKZZNEFRCAW-UHFFFAOYSA-N
Overview
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate (CAS 39515-41-8) is a synthetic pyrethroid insecticide with high acute toxicity and significant environmental persistence. This complex organic compound, designated under EC number 254-485-0, belongs to the pyrethroid family of synthetic insecticides that mimic the insecticidal properties of natural pyrethrins. With a molecular formula of C22H23NO3 and molecular weight of 349.4 g/mol, this substance exhibits the characteristic cyclopropane carboxylate structure that defines its biological activity. The compound features a cyano group attached to a phenoxybenzyl alcohol moiety, esterified with tetramethylcyclopropanecarboxylic acid, creating a highly stable and potent insecticidal agent. The substance presents significant safety considerations, classified under multiple acute toxicity categories (Acute Tox. 2, 3, and 4) requiring the "Danger" signal word and both skull and crossbones (GHS06) and environmental hazard (GHS09) pictograms. Its classification as Aquatic Acute 1 and Aquatic Chronic 1 indicates severe immediate and long-term risks to aquatic ecosystems. Transportation falls under ADR Class 6.1, reflecting its toxic nature and requiring specialized handling protocols. Primary industrial applications include agricultural pest control formulations, particularly for crop protection against lepidopteran insects, and professional pest management solutions for structural applications. Unlike simpler aromatic compounds such as N-methylaniline, this pyrethroid demonstrates enhanced photostability and residual activity, making it valuable for extended protection applications. OYSI maintains reliable supply chains for this technical-grade pyrethroid, supporting European manufacturers in the agricultural and pest control sectors with consistent quality and comprehensive regulatory documentation.
Safety & Classification
Acute Tox. 2 *; Acute Tox. 4 *; Acute Tox. 3 *; 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 | 3352 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Fenpropathrin (ISO), technisch, flüssig |
| Marine Pollutant | No |
Frequently Asked Questions
What is [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate is a synthetic pyrethroid insecticide with CAS number 39515-41-8. This organic compound has the molecular formula C22H23NO3 and a molecular weight of 349.4 g/mol. It belongs to the cyclopropanecarboxylate ester family and is classified as highly toxic with significant environmental hazards, requiring careful handling and specialized safety measures in professional applications.
What are the physicochemical properties of [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate is typically a crystalline solid at room temperature with low water solubility. As a pyrethroid compound, it exhibits good stability under normal conditions and moderate volatility. The substance shows lipophilic characteristics, making it soluble in organic solvents. Its molecular structure contains both cyano and phenoxy functional groups, contributing to its insecticidal properties and environmental persistence.
What is [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate used for?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate is primarily used as an active ingredient in professional insecticide formulations. This pyrethroid compound is employed in pest control applications for agricultural, commercial, and industrial purposes. It acts as a neurotoxin against insects by disrupting their nervous system function. The substance may also be used in research and development for creating new pest control products or studying insect resistance mechanisms.
How to handle [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate safely?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate requires strict safety protocols due to its acute toxicity classification. Essential PPE includes chemical-resistant gloves, safety goggles, and respiratory protection to prevent inhalation, skin, and eye contact. Work in well-ventilated areas or under fume extraction systems. Avoid eating, drinking, or smoking during handling. Wash hands thoroughly after use and ensure emergency washing facilities are readily available for immediate decontamination if exposure occurs.
How to store [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate correctly?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate must be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly sealed and properly labeled with GHS pictograms GHS06 and GHS09. Store separately from food, feed, and oxidizing agents. Ensure storage area has appropriate spill containment measures and restricted access due to the substance's high toxicity. Maintain temperature stability to prevent degradation and follow local regulations for toxic substance storage.
What to do in case of contact with [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate?
Immediate action is required if contact occurs with [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate due to its acute toxicity. For skin contact, remove contaminated clothing and wash thoroughly with soap and water. If inhaled, move to fresh air immediately. For eye contact, flush with clean water for at least 15 minutes. If ingested, do not induce vomiting and seek immediate medical attention. Always contact emergency services and provide the safety data sheet to medical personnel.
How to dispose of [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate appropriately?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate must be disposed of as hazardous waste through licensed waste management facilities. This substance cannot be disposed of in regular waste streams due to its acute toxicity and environmental hazard classification. Contact authorized hazardous waste collectors for proper disposal according to local and European waste regulations. Ensure containers are properly labeled and sealed during transport to disposal facilities. Never discharge into sewers, soil, or water bodies.
How to transport [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate is classified under ADR Class 6.1 (toxic substances) with Packing Group II, indicating moderate toxicity requiring specific transport conditions. Proper UN specification packaging must be used with appropriate labeling including Class 6.1 hazard labels. Transport documentation must include emergency response information and contact details. Vehicle requirements include proper ventilation and emergency equipment. Only trained personnel should handle transportation, following dangerous goods regulations for toxic substances.
Is [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate subject to specific regulations?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate is subject to multiple European regulations including REACH registration requirements and CLP classification obligations. While not currently listed as a SVHC (Substance of Very High Concern), it requires compliance with biocide and pesticide regulations due to its insecticidal properties. Companies must maintain safety data sheets, implement risk management measures, and ensure proper worker protection. Export/import may require additional permits depending on destination country regulations.
Where to buy [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate in Europe?
[Cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this substance to qualified professional users with proper documentation and safety data sheets. Due to its high toxicity classification and regulatory requirements, purchase is typically restricted to authorized companies in pest control, agricultural, or research sectors. Contact OYSI directly to verify availability, regulatory compliance, and specific packaging options for your professional application requirements.
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[cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-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.