Trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate

C23H19ClF3NO3

trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate

CAS91465-08-6
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
91465-08-6
EC Number
415-130-7
UN Number
3349
Index Number
607-252-00-6
PubChem CID
6440557

Physical-chemical properties

Molecular Formula
C23H19ClF3NO3
Molar Mass
449.80 g/mol
IUPAC Name
trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate

Chemical Identifiers

InChI
InChI=1S/C23H19ClF3NO3/c1-22(2)17(12-19(24)23(25,26)27)20(22)21(29)31-18(13-28)14-7-6-10-16(11-14)30-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/b19-12-/t17-,18+,20-/m1/s1
InChI Key
ZXQYGBMAQZUVMI-RDDWSQKMSA-N

Overview

trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate (CAS 91465-08-6) is a synthetic pyrethroid insecticide with high toxicity and environmental persistence. This complex organofluorine compound represents an advanced generation of synthetic pyrethroid insecticides, characterized by its sophisticated molecular structure incorporating multiple functional groups including cyano, phenoxy, and trifluoromethyl moieties. The substance exhibits a molecular weight of 449.8 g/mol with the molecular formula C23H19ClF3NO3, reflecting its highly engineered chemical architecture designed for enhanced biological activity. The compound demonstrates significant acute toxicity across multiple exposure routes, classified under various Acute Tox categories (2, 3, and 4) with the signal word "Danger" and requiring GHS06 and GHS09 pictograms. Its environmental profile is equally concerning, carrying Aquatic Acute 1 and Aquatic Chronic 1 classifications, indicating severe and long-lasting effects on aquatic organisms. Transportation regulations classify this material under ADR Class 6.1, emphasizing its toxic nature and requiring specialized handling protocols. Unlike simpler pyrethroid structures such as [cyano-(3-phenoxyphenyl)methyl] 2,2,3,3-tetramethylcyclopropane-1-carboxylate, this compound's trifluoropropenyl substituent contributes to its enhanced stability and biological efficacy. The substance finds primary applications in agricultural pest control formulations, professional vector control programs, and specialized industrial biocide preparations where high potency and persistence are required. OYSI maintains strategic inventory levels of this technical grade pyrethroid insecticide to support European formulation and distribution networks, ensuring reliable supply chain management for qualified industrial customers.

Safety & Classification

Danger
Classification:

Acute Tox. 2 *; Acute Tox. 4 *; Acute Tox. 3 *; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H330

Fatal if inhaled.

H312

Harmful in contact with skin.

H301

Toxic if swallowed.

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

Fatal

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

Harmful

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

Toxic

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 Number3349
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping Namelambda-Cyhalothrin (ISO)
Marine PollutantNo

Frequently Asked Questions

What is trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?

Trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate is a synthetic pyrethroid insecticide with the molecular formula C23H19ClF3NO3 and CAS number 91465-08-6. This complex organic compound has a molecular weight of 449.8 g/mol and belongs to the class of neurotoxic insecticides that affect the nervous system of insects by disrupting sodium channel function.

What are the physicochemical properties of trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?

This pyrethroid compound typically appears as a viscous liquid or solid at room temperature with low water solubility due to its hydrophobic nature. The presence of fluorine, chlorine, and aromatic rings in its structure contributes to its chemical stability and lipophilic properties. Its molecular structure contains multiple chiral centers, making stereochemistry important for biological activity and environmental fate.

What is trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate used for?

This compound serves primarily as an active ingredient in professional insecticide formulations for agricultural and pest control applications. It is used in the synthesis of pyrethroid-based pesticides that target flying and crawling insects. The substance finds application in crop protection products and professional pest management solutions where high efficacy against resistant insect populations is required.

How to safely handle trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?

Safe handling requires appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection due to its Acute Tox. 2-4 classification. Work in well-ventilated areas or under fume extraction systems to prevent inhalation exposure. Avoid direct skin and eye contact, and ensure immediate access to emergency eyewash and safety shower facilities. Handle only in designated chemical handling areas with appropriate spill containment measures.

How to properly store trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?

Proper storage requires a cool, dry, well-ventilated area away from heat sources, direct sunlight, and incompatible materials. Store in tightly sealed original containers with appropriate secondary containment to prevent environmental release. Due to its aquatic toxicity classification, ensure storage areas have adequate spill containment systems and are located away from water sources, drains, and environmentally sensitive areas.

What to do in case of contact with trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?

Immediate first aid measures include removing contaminated clothing and rinsing affected skin with copious amounts of water for at least 15 minutes. In case of eye contact, flush immediately with water and seek medical attention. If inhaled, move the person to fresh air and monitor breathing. Given its high acute toxicity classification, seek immediate medical attention for any significant exposure and provide the safety data sheet to medical personnel.

How to properly dispose of trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?

Disposal must be conducted through licensed hazardous waste disposal facilities in accordance with local, national, and EU waste regulations. Due to its environmental hazard classification (Aquatic Acute 1, Aquatic Chronic 1), it requires special handling as hazardous waste. Empty containers should be triple-rinsed and disposed of according to local regulations. Never discharge into sewers, waterways, or the environment.

How to transport trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate?

Transportation requires compliance with ADR Class 6.1 (toxic substances) regulations as Packing Group II material. Packages must bear appropriate hazard labels (GHS06, GHS09) and UN identification numbers. Transport vehicles require proper placarding and emergency response information. Only certified dangerous goods transport companies should handle shipments, ensuring proper documentation and emergency response procedures are in place.

Is trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate subject to special regulations?

This substance is subject to REACH regulation requiring registration for manufacture or import above one tonne per year. It falls under CLP regulation with mandatory hazard classification and labeling requirements (Danger signal word, GHS06/GHS09 pictograms). As a pesticide active ingredient, it may also be subject to biocide regulations and requires authorization for commercial use in pest control products within the EU.

Where to buy trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate in Europe?

OYSI serves as a specialized European distributor for this high-purity pyrethroid compound, providing reliable supply chains for research institutions and industrial manufacturers. As an established chemical distributor, OYSI ensures proper regulatory compliance, documentation, and safe packaging for European markets. Contact OYSI directly for availability, technical specifications, and regulatory support for your specific application requirements.

Services for Trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate

ADR Consulting for Trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate

Trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-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.

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Data Sources

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