(1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene

C12H8Cl6O

CAS72-20-8
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

Consulting for (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene

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Identification

CAS Number
72-20-8
EC Number
200-775-7
UN Number
2761
Index Number
602-051-00-X
PubChem CID
12358480

Physical-chemical properties

Molecular Formula
C12H8Cl6O
Molar Mass
380.90 g/mol
IUPAC Name
(1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene

Chemical Identifiers

InChI
InChI=1S/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2/t2-,3+,4-,5+,6-,7+,10-,11+
InChI Key
DFBKLUNHFCTMDC-GKRDHZSOSA-N

Overview

(1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene (CAS 72-20-8) is a hexachlorinated organochlorine compound with highly toxic properties and extreme environmental persistence. This complex polycyclic compound, with molecular formula C12H8Cl6O and molecular weight 380.9 g/mol, represents one of the most environmentally persistent organochlorine substances known to industrial chemistry. The compound features a unique pentacyclic structure with six chlorine substituents and an oxygen bridge, contributing to its exceptional chemical stability and bioaccumulation potential. Its stereochemistry, precisely defined by eight chiral centers, plays a crucial role in its biological activity and environmental behavior. The substance exhibits severe acute toxicity, classified under GHS categories Acute Tox. 2 and Acute Tox. 3, requiring extreme handling precautions and specialized safety protocols. Its environmental classification as Aquatic Acute 1 and Aquatic Chronic 1 reflects its devastating impact on aquatic ecosystems, with effects persisting for decades in environmental matrices. The compound's lipophilic nature enables rapid bioaccumulation through food chains, making it particularly hazardous to top predators and human populations. Transportation falls under ADR Class 6.1, emphasizing its toxic nature and requiring specialized logistics management. Unlike organophosphate compounds such as (2,5-dichloro-4-methylsulfanylphenoxy)-diethoxy-sulfanylidene-lambda5-phosphane, this substance's persistence stems from its chlorinated cyclic structure rather than phosphorus-based chemistry. Historical applications included agricultural pest control and industrial processes, though current use is severely restricted due to environmental concerns. The compound finds limited application in specialized research contexts and as an analytical standard for environmental monitoring programs. OYSI maintains strict regulatory compliance for all restricted substances, providing expert consultation on handling requirements and regulatory documentation for authorized applications.

Safety & Classification

Danger
Classification:

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

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H311

Toxic in contact with skin.

H300

Fatal 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

Skin Contact

Toxic

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

Fatal

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 Number2761
ADR Class6.1
Packing GroupI
Tunnel CodeC/E
Proper Shipping NameEndrin (ISO)
Marine PollutantNo

Frequently Asked Questions

What is (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene?

(1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene is a highly chlorinated organic compound with the molecular formula C12H8Cl6O and CAS number 72-20-8. This complex pentacyclic structure contains six chlorine atoms and has a molecular weight of 380.9 g/mol. It is classified as a highly toxic substance with significant environmental hazards, particularly dangerous to aquatic life with long-lasting effects.

What are the physicochemical properties of (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene?

This compound is a solid crystalline substance at room temperature due to its complex pentacyclic structure and high molecular weight of 380.9 g/mol. The presence of six chlorine atoms significantly affects its physical properties, making it poorly soluble in water but more soluble in organic solvents. The compound exhibits high chemical stability due to its saturated chlorinated structure, which contributes to its persistence in the environment.

What is (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene used for?

This highly chlorinated compound is primarily used as an insecticide and pesticide in agricultural applications. Its complex molecular structure provides effective pest control properties, making it valuable for crop protection. Due to its high toxicity classification and environmental persistence, its use is heavily regulated and restricted in many applications. Industrial applications may include specialized chemical synthesis where its unique structural properties are required.

How to handle (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene safely?

Safe handling requires comprehensive personal protective equipment including chemical-resistant gloves, protective clothing, eye protection, and respiratory protection due to its Acute Toxicity Category 2-3 classification. Work must be conducted in well-ventilated areas or under fume extraction systems. Avoid direct skin contact, inhalation, or ingestion. Handle quantities as small as possible and ensure proper training on emergency procedures before use.

How to store (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene correctly?

Proper storage requires a cool, dry, well-ventilated area away from heat sources and incompatible materials. The substance must be kept in tightly sealed original containers to prevent contamination and exposure. Due to its high toxicity (ADR Class 6.1, Group I), storage areas should be secured with restricted access and appropriate warning signs. Avoid storage near water sources due to its aquatic toxicity classification.

What to do in case of contact with (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene?

Immediate medical attention is required due to the substance's high acute toxicity. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water. If inhaled, move person to fresh air immediately. In case of eye contact, rinse with clean water for at least 15 minutes. Never induce vomiting if ingested. Contact emergency services and poison control center immediately while providing the safety data sheet.

How to dispose of (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene properly?

Disposal must be carried out through licensed hazardous waste disposal facilities due to its high toxicity and environmental hazard classification. The substance requires specialized treatment methods such as high-temperature incineration under controlled conditions. Never dispose of in regular waste streams, sewers, or water bodies due to its Aquatic Chronic 1 classification. Consult local environmental authorities and follow all applicable waste disposal regulations.

How to transport (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene?

Transportation is regulated under ADR Class 6.1 (Toxic substances), Packing Group I, indicating maximum danger level. Specialized packaging meeting UN specifications is required, with proper hazard labels and documentation. Only authorized carriers with appropriate permits can transport this substance. Emergency response information must accompany shipments, and drivers require specialized training for handling toxic materials during transport.

Is (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene subject to special regulations?

This substance is subject to extensive European regulations under REACH and CLP due to its high toxicity profile. While not currently listed as a Substance of Very High Concern (SVHC), its Acute Toxicity 2-3 and Aquatic Chronic 1 classifications require strict compliance with safety and environmental regulations. Import, use, and distribution may be restricted or require special authorizations depending on intended applications and quantities.

Where to buy (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene in Europe?

OYSI serves as a reliable European distributor for this specialized chemical compound, ensuring full regulatory compliance and proper handling throughout the supply chain. As an established chemical distributor, OYSI provides technical support, safety documentation, and regulatory guidance for industrial customers. Contact OYSI directly for availability, specifications, and pricing information while ensuring your intended use complies with current European chemical regulations.

Services for (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene

ADR Consulting for (1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene

(1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene 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.