2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione
C6Cl4O2
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Identification
- CAS Number
- 118-75-2
- EC Number
- 204-274-4
- UN Number
- 3077
- Index Number
- 602-066-00-1
- PubChem CID
- 8371
Physical-chemical properties
- Molecular Formula
- C6Cl4O2
- Molar Mass
- 245.90 g/mol
- IUPAC Name
- 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione
Chemical Identifiers
- InChI
- InChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
- InChI Key
- UGNWTBMOAKPKBL-UHFFFAOYSA-N
Overview
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione (CAS 118-75-2) is a chlorinated organic compound with strong oxidizing properties and industrial fungicidal applications. This highly chlorinated quinone derivative, commonly known as chloranil, represents an important class of organic oxidizing agents widely utilized in industrial chemistry. With its molecular formula C6Cl4O2 and molecular weight of 245.9 g/mol, this compound features a distinctive cyclic structure containing four chlorine substituents and two ketone functional groups, which contribute to its characteristic chemical reactivity and oxidative capabilities. The compound exhibits significant chemical stability under normal conditions while maintaining its oxidizing potential, making it valuable for various synthetic applications. Its tetrachlorinated structure provides enhanced reactivity compared to less substituted quinone derivatives, positioning it as a preferred oxidizing agent in specific industrial processes. The presence of multiple chlorine atoms also influences its solubility properties and environmental behavior. From a safety perspective, 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione requires careful handling due to its classification as a skin and eye irritant (categories 2), with Warning signal word and GHS07 pictogram. Additionally, its environmental classification includes acute and chronic aquatic toxicity (category 1), indicated by the GHS09 environmental hazard pictogram. Transport regulations classify it under ADR class 9 (miscellaneous dangerous goods). Primary industrial applications include its use as an oxidizing agent in organic synthesis, as a fungicide in agricultural formulations, and as an intermediate in the production of various specialty chemicals. Its oxidative properties make it particularly valuable in pharmaceutical synthesis and fine chemical manufacturing, often employed alongside other specialized compounds such as triphenyl phosphite in complex synthetic pathways. OYSI maintains reliable supply chains for this technical-grade oxidizing agent, supporting European industrial customers with consistent product availability.
Safety & Classification
Skin Irrit. 2; Eye Irrit. 2; 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
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:
Eye Contact
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:
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 | 3077 |
| ADR Class | 9 |
| Packing Group | III |
| Tunnel Code | - |
| Proper Shipping Name | Chloranil |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione?
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione is a chlorinated quinone compound with the molecular formula C6Cl4O2 and CAS number 118-75-2. This chemical has a molecular weight of 245.9 g/mol and belongs to the family of tetrachloroquinones. It is classified as a hazardous substance with skin and eye irritation properties, as well as acute and chronic aquatic toxicity. The compound is commonly known in industrial applications for its chemical reactivity and specific molecular structure containing four chlorine atoms attached to a cyclohexadiene-dione ring system.
What are the physicochemical properties of 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione?
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione is a solid compound at room temperature with characteristic quinone properties. As a highly chlorinated organic compound, it typically appears as a crystalline solid with limited water solubility due to its hydrophobic chlorinated structure. The presence of four chlorine substituents significantly influences its physical properties, including melting point, volatility, and solubility characteristics. The compound's quinone structure contributes to its chemical reactivity and stability under normal storage conditions, though specific physical parameters may vary depending on purity and crystalline form.
What is 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione used for?
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione is primarily used as a chemical intermediate in organic synthesis and industrial manufacturing processes. Its quinone structure and chlorine substituents make it valuable in the production of specialized chemicals, pharmaceuticals, and agrochemical compounds. The compound serves as a building block for various chemical transformations and can be used in research and development applications. Its specific reactivity profile makes it suitable for controlled chemical reactions where chlorinated quinone functionality is required, particularly in fine chemical synthesis and specialty chemical manufacturing.
How to handle 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione safely?
Safe handling of 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione requires appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing due to its skin and eye irritation properties. Work should be conducted in well-ventilated areas or under fume extraction systems to minimize inhalation exposure. Avoid direct skin and eye contact, and ensure adequate ventilation during use. Personnel should be trained in proper handling procedures and emergency response protocols. Regular safety assessments and adherence to workplace exposure limits are essential for safe operations involving this substance.
How to store 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione properly?
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione should be stored in a cool, dry, well-ventilated area away from direct sunlight and heat sources. The compound must be kept in tightly sealed, compatible containers to prevent moisture absorption and contamination. Storage areas should be equipped with appropriate containment measures and separated from incompatible materials. Due to its environmental hazard classification, storage facilities must comply with local environmental protection requirements and include measures to prevent accidental release to soil or water systems. Regular container integrity checks are recommended to ensure safe storage conditions.
What to do in case of contact with 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione?
In case of skin contact with 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with clean water for at least 15 minutes while holding eyelids open. If irritation persists, seek medical attention promptly. In case of inhalation, move the person to fresh air and monitor breathing. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult safety data sheets for detailed first aid procedures and contact emergency services if necessary.
How to dispose of 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione appropriately?
Disposal of 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione must be conducted through authorized hazardous waste management facilities due to its environmental hazard classification. The compound cannot be disposed of in regular waste streams or sewage systems due to its aquatic toxicity properties. Waste disposal must comply with local, national, and EU waste regulations including the Waste Framework Directive. Contact licensed waste management companies experienced in handling chlorinated organic compounds for proper disposal. Maintain detailed waste disposal records and ensure compliance with waste tracking requirements throughout the disposal process.
How to transport 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione?
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione is classified as ADR Class 9 (Miscellaneous dangerous goods), Packing Group III for transportation purposes. The compound must be packaged in approved containers meeting UN packaging specifications and properly labeled with appropriate hazard markings and transport documentation. Transportation must comply with ADR regulations for road transport within Europe, including driver training requirements and vehicle equipment standards. Proper shipping papers, emergency response information, and hazard communication materials must accompany shipments. Consult current ADR regulations and work with experienced dangerous goods carriers for compliant transportation.
Is 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione subject to specific regulations?
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione is subject to EU REACH regulation requiring registration, evaluation, and authorization for commercial use. The compound is classified under CLP regulation with specific hazard classifications including skin irritation, eye irritation, and aquatic toxicity. While not currently listed as a Substance of Very High Concern (SVHC), it remains subject to standard chemical safety requirements including safety data sheet provisions and hazard communication. Users must comply with workplace health and safety regulations, environmental protection laws, and industry-specific guidelines. Regular regulatory monitoring ensures continued compliance with evolving chemical legislation.
Where to buy 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione in Europe?
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione is available through OYSI, a trusted European distributor of specialized chemical products. OYSI provides reliable supply chains for industrial chemicals across Europe, ensuring product quality and regulatory compliance. As an established chemical distributor, OYSI can support customers with technical documentation, safety data sheets, and logistics coordination for this compound. Contact OYSI directly for availability, specifications, and pricing information tailored to your specific requirements. Their expertise in hazardous chemical distribution ensures proper handling and delivery of this regulated substance to qualified industrial users.
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2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione 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.