1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene

C5Cl6

CAS77-47-4
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
77-47-4
EC Number
201-029-3
UN Number
2646
Index Number
602-078-00-7
PubChem CID
6478

Physical-chemical properties

Molecular Formula
C5Cl6
Molar Mass
272.80 g/mol
IUPAC Name
1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene

Chemical Identifiers

InChI
InChI=1S/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)8
InChI Key
VUNCWTMEJYMOOR-UHFFFAOYSA-N

Overview

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene (CAS 77-47-4) is a highly chlorinated cyclic compound with significant industrial applications and notable toxicity properties. This organochlorine compound, also known by its molecular formula C5Cl6, represents a fully saturated chlorinated derivative of cyclopentadiene. With a molecular weight of 272.8 g/mol, this substance exhibits the characteristic properties of heavily halogenated organic compounds, including chemical stability and persistence in environmental conditions. The compound's structure features a five-membered carbon ring with six chlorine substituents, resulting in a highly electronegative molecule with distinct reactivity patterns. From a safety perspective, 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene presents significant hazards requiring careful handling protocols. The compound is classified under multiple acute toxicity categories (Acute Tox. 2, 3, and 4) and exhibits severe skin corrosive properties (Skin Corr. 1B). Environmental concerns are equally important, as it demonstrates acute and chronic aquatic toxicity (Aquatic Acute 1; Aquatic Chronic 1). The ADR classification of 6.1 indicates its status as a toxic substance for transportation purposes, necessitating specialized logistics and storage requirements. Industrial applications typically involve its use as a chemical intermediate in synthesis processes and as a specialized reagent in organic chemistry applications. The compound's high chlorine content makes it valuable in certain flame retardant formulations and as a precursor for other chlorinated derivatives. Unlike simpler compounds such as prop-2-enal, this heavily chlorinated material requires advanced handling expertise and environmental controls. OYSI maintains availability of 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene for qualified industrial customers with appropriate safety infrastructure and regulatory compliance capabilities.

Safety & Classification

Danger
Classification:

Acute Tox. 2 *; Acute Tox. 3 *; Acute Tox. 4 *; Skin Corr. 1B; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H330

Fatal if inhaled.

H311

Toxic in contact with skin.

H302

Harmful if swallowed.

H314

Causes severe skin burns and eye damage.

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

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:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +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 Number2646
ADR Class6.1
Packing GroupI
Tunnel CodeC/D
Proper Shipping NameHexachlorcyclopentadien
Marine PollutantNo

Frequently Asked Questions

What is 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene?

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene is a highly chlorinated organic compound with the molecular formula C5Cl6 and CAS number 77-47-4. This cyclic diene structure contains six chlorine atoms attached to a five-membered carbon ring, resulting in a molecular weight of 272.8 g/mol. It is classified as a hazardous substance with multiple toxicity classes and environmental dangers, requiring careful handling and specialized safety measures in industrial applications.

What are the physicochemical properties of 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene?

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene is a dense, chlorinated organic liquid at room temperature with characteristic properties typical of heavily halogenated compounds. The substance has limited water solubility due to its hydrophobic nature and high chlorine content. Its high molecular weight of 272.8 g/mol and chlorinated structure contribute to its persistence and bioaccumulation potential, making it a concern for environmental contamination.

What is 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene used for?

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene serves as an intermediate in chemical synthesis and industrial manufacturing processes. Its highly chlorinated structure makes it valuable in the production of specialized chemicals, pesticides, and flame retardants. The compound may also be used in research applications and as a precursor for other chlorinated organic compounds. However, its high toxicity and environmental persistence have led to restricted use in many applications.

How to handle 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene safely?

Safe handling of 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene requires comprehensive personal protective equipment including chemical-resistant gloves, protective clothing, eye protection, and respiratory protection. Work must be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Given its corrosive properties (Skin Corr. 1B) and multiple acute toxicity classifications, minimize direct contact and implement strict containment procedures to prevent spills and environmental release.

How to store 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene correctly?

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene must be stored in tightly sealed, chemically compatible containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Storage areas should be equipped with secondary containment systems to prevent environmental contamination. Keep containers upright and clearly labeled with appropriate hazard warnings. Access should be restricted to trained personnel only, and inventory should be regularly monitored due to the substance's high toxicity profile.

What to do in case of contact with 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene?

Immediate action is critical following contact with 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene due to its corrosive and toxic properties. For skin contact, immediately remove contaminated clothing and flush affected areas with large amounts of water for at least 15 minutes. If inhaled, move to fresh air immediately. For eye contact, rinse thoroughly with water. Seek immediate medical attention in all cases of exposure, as the substance poses severe acute toxicity risks across multiple exposure routes.

How to dispose of 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene appropriately?

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene requires disposal as hazardous waste through licensed waste management facilities equipped to handle highly toxic and environmentally persistent compounds. The substance cannot be disposed of in regular waste streams due to its aquatic toxicity classification and persistence. Disposal must comply with local and European waste regulations, typically requiring high-temperature incineration in specialized facilities. Detailed waste characterization and chain-of-custody documentation are mandatory.

How to transport 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene?

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene is classified as ADR Class 6.1 (toxic substances) Packing Group I, indicating the highest level of danger for toxic materials. Transportation requires UN-specification packaging, proper labeling with toxic hazard symbols, and appropriate shipping documentation. Only certified carriers experienced in handling highly toxic materials should transport this substance. Emergency response information must accompany shipments, and routes should minimize public exposure risks.

Is 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene subject to special regulations?

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene is subject to extensive European chemical regulations under REACH and CLP due to its high toxicity and environmental hazards. While not currently listed as a Substance of Very High Concern (SVHC), its classification profile suggests potential restrictions on use and marketing. The substance requires safety data sheets, hazard communication, and may be subject to authorization requirements. Users must comply with occupational exposure limits and environmental protection measures.

Where to buy 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene in Europe?

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene is available through OYSI, a specialized European distributor of technical chemical products. As a highly regulated substance requiring expert handling and documentation, procurement should only be conducted through established chemical suppliers with appropriate licenses and safety expertise. OYSI provides proper documentation, safety data sheets, and regulatory compliance support for professional and industrial customers requiring this specialized chemical compound.

Data Sources

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