Cis-[(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate

C21H28O3

cis-[(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate

CAS121-21-1
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
121-21-1
EC Number
204-455-8
UN Number
3352
Index Number
613-023-00-1
PubChem CID
5281045

Physical-chemical properties

Molecular Formula
C21H28O3
Molar Mass
328.40 g/mol
IUPAC Name
cis-[(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate

Chemical Identifiers

InChI
InChI=1S/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-/t16-,18+,19+/m1/s1
InChI Key
ROVGZAWFACYCSP-VUMXUWRFSA-N

Overview

cis-[(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate (CAS 121-21-1) is a complex cyclic ester compound with insecticidal properties and notable environmental impact potential. This sophisticated organic compound, with molecular formula C21H28O3 and molecular weight 328.4 g/mol, represents a highly specialized chemical structure featuring multiple stereoisomeric centers and conjugated systems. The molecule combines a substituted cyclopentenone ring with a cyclopropane carboxylate moiety, creating a unique three-dimensional architecture that contributes to its specific biological activity profile. From a safety perspective, this substance requires careful handling protocols due to its classification as Acute Tox. 4 across multiple exposure routes, warranting the GHS07 warning pictogram and "Warning" signal word. Of particular concern is its environmental profile, classified as both Aquatic Acute 1 and Aquatic Chronic 1, necessitating the GHS09 environmental hazard pictogram. The ADR Class 6.1 classification further emphasizes the need for specialized transportation procedures. Unlike simpler organometallic compounds such as tellanylidenecadmium or tricyclohexylstannanylium hydroxide, this ester-based molecule presents distinct handling challenges due to its complex stereochemistry. Primary industrial applications include specialized pest control formulations where its unique molecular architecture provides targeted biological activity. The compound also finds use in agricultural chemical research and development, particularly in studies focusing on environmental fate and degradation pathways. Additionally, it serves as a reference standard in analytical chemistry applications for pesticide residue analysis. OYSI maintains availability of this specialized compound for qualified industrial customers requiring high-purity chemical standards and research-grade materials.

Safety & Classification

Warning
Classification:

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

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H332

Harmful if inhaled.

H312

Harmful in contact with skin.

H302

Harmful 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

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

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

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 Number3352
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping NamePyrethrin I
Marine PollutantNo

Frequently Asked Questions

What is cis-[(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate?

This substance is a pyrethrin I (CAS 121-21-1), a natural insecticidal compound with molecular formula C21H28O3 and molecular weight 328.4 g/mol. It is a complex organic ester featuring cyclopentene and cyclopropane ring systems with multiple stereocenters. Classified as moderately hazardous with Acute Tox. 4 rating and highly toxic to aquatic life, it requires careful handling and environmental protection measures.

What are the physicochemical properties of pyrethrin I?

Pyrethrin I is a viscous liquid or semi-solid at room temperature with a pale yellow to amber color and characteristic mild odor. It has limited water solubility but dissolves readily in organic solvents like alcohols, oils, and hydrocarbons. The compound is photosensitive and thermally unstable, decomposing when exposed to light and elevated temperatures, which affects its stability during storage and application.

What is pyrethrin I used for?

Pyrethrin I is primarily used as a natural insecticide in agricultural and household pest control products. It serves as an active ingredient in organic farming applications, indoor insect sprays, and professional pest management formulations. The compound is valued for its rapid knockdown effect against flying insects and its biodegradability, making it suitable for environmentally conscious pest control solutions.

How to handle pyrethrin I safely?

Pyrethrin I requires standard personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing to prevent skin and eye contact. Work in well-ventilated areas or use respiratory protection to avoid inhalation. Given its Acute Tox. 4 classification with GHS07 pictogram, avoid ingestion and prolonged skin contact. Wash hands thoroughly after handling and before eating or drinking.

How to store pyrethrin I correctly?

Pyrethrin I must be stored in a cool, dry, dark place away from direct sunlight and heat sources due to its photosensitive nature. Keep containers tightly sealed in original packaging at temperatures below 25°C. Store separately from strong oxidizing agents, acids, and bases. Ensure storage areas have adequate ventilation and are equipped with appropriate spill containment measures to protect the environment.

What to do in case of contact with pyrethrin I?

Pyrethrin I exposure requires immediate action: for skin contact, remove contaminated clothing and wash thoroughly with soap and water. In case of eye contact, flush with clean water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek medical assistance. Always consult safety data sheets for specific first aid measures.

How to dispose of pyrethrin I appropriately?

Pyrethrin I disposal must comply with local and European waste regulations as hazardous chemical waste. Due to its aquatic toxicity (Aquatic Acute 1, Chronic 1), prevent release to water systems or soil. Contact licensed waste disposal companies for proper treatment. Empty containers should be triple-rinsed and disposed of according to local regulations. Never discharge into drains, sewers, or natural waterways.

How to transport pyrethrin I?

Pyrethrin I is classified under ADR Class 6.1 (Toxic substances), Packing Group III for transportation. It requires appropriate UN specification packaging with proper labeling including GHS07 and GHS09 pictograms and 'Warning' signal word. Transport documents must accompany shipments, and drivers need ADR training. Ensure packages are secured against damage and leakage during transit and comply with quantity limitations for different transport modes.

Is pyrethrin I subject to specific regulations?

Pyrethrin I is subject to European REACH regulation requiring registration and safety assessments. Under CLP regulation, it carries specific hazard classifications (Acute Tox. 4, Aquatic Acute/Chronic 1) requiring appropriate labeling. As a pesticide active substance, it may be subject to biocidal product regulations. Users must comply with occupational health regulations and environmental protection requirements, particularly regarding aquatic environment protection.

Where to buy pyrethrin I in Europe?

Pyrethrin I is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this substance to professional users including pesticide manufacturers, agricultural companies, and research institutions across Europe. As a regulated substance requiring proper handling expertise, OYSI ensures compliance with transportation, documentation, and safety requirements while offering technical support for professional applications.

Services for Cis-[(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate

ADR Consulting for Cis-[(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate

Cis-[(1S)-2-methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-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.