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 quinone derivative with strong oxidizing properties and industrial fungicidal applications. This highly chlorinated organic compound, commonly known as chloranil, represents an important class of quinone derivatives widely utilized in industrial chemistry. With its molecular formula C6Cl4O2 and molecular weight of 245.9 g/mol, this yellow crystalline substance exhibits distinctive chemical reactivity due to its electron-deficient quinone structure combined with four chlorine substituents. The compound's unique structure makes it particularly valuable in various chemical processes where controlled oxidation reactions are required. From a safety perspective, 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione is classified with Warning signal word under GHS regulations, presenting skin and eye irritation hazards (Skin Irrit. 2; Eye Irrit. 2). The compound also poses significant environmental concerns, classified as Aquatic Acute 1 and Aquatic Chronic 1, requiring careful handling and disposal protocols. The substance falls under ADR Class 9 for transportation purposes, reflecting its miscellaneous dangerous properties. Industrial applications include its use as an oxidizing agent in organic synthesis, a fungicide in agricultural formulations, and as an intermediate in pharmaceutical manufacturing. The compound serves similar oxidative functions to other specialized chemicals like triphenyl phosphite in certain polymer stabilization processes, though through different mechanisms. Its quinone structure makes it particularly effective in electron-transfer reactions and as a dehydrogenating agent in organic chemistry applications. OYSI provides reliable access to 2,3,5,6-tetrachlorocyclohexa-2,5-dione for European industrial customers, ensuring consistent quality and regulatory compliance for demanding technical applications.
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 an organochlorine compound with the molecular formula C6Cl4O2 and CAS number 118-75-2. This chemical substance has a molecular weight of 245.9 g/mol and features a cyclohexadiene ring structure with four chlorine atoms and two ketone groups. It is classified as a skin and eye irritant and poses significant environmental hazards to aquatic life, requiring careful handling in industrial applications.
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 crystalline compound at room temperature with a characteristic yellow to orange coloration. The substance typically exhibits low water solubility due to its chlorinated aromatic structure, but shows good solubility in organic solvents. Its molecular structure contains four chlorine substituents on a cyclic diene backbone with two ketone functional groups, contributing to its chemical reactivity and environmental persistence.
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 serves primarily as a chemical intermediate in organic synthesis and industrial manufacturing processes. The compound is utilized in the production of various chlorinated derivatives and specialty chemicals. Its reactive ketone groups and chlorinated structure make it valuable for specific chemical transformations in pharmaceutical, agrochemical, and fine chemical industries where precise molecular modifications are required.
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 to prevent skin and eye contact. Work should be conducted in well-ventilated areas or under fume hoods to minimize inhalation exposure. Given its skin and eye irritant properties (GHS07 pictogram), avoid direct contact and ensure emergency eyewash stations and safety showers are readily accessible.
How to store 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione correctly?
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 substance must be kept in tightly sealed, chemically compatible containers to prevent moisture absorption and contamination. Storage areas should be equipped with appropriate spill containment measures due to its environmental hazard classification (GHS09). Keep away from incompatible materials such as strong bases and reducing agents.
What to do in case of contact with 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione?
Immediate first aid measures for 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione contact include flushing affected skin or eyes with copious amounts of clean water for at least 15 minutes. Remove contaminated clothing immediately and continue rinsing the affected area. For eye contact, hold eyelids open while flushing. Seek medical attention if irritation persists or develops. Do not rub affected areas, as this may worsen irritation symptoms.
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 comply with local and European waste regulations due to its environmental hazard classification. The substance should be collected and disposed of through licensed hazardous waste disposal facilities capable of handling chlorinated organic compounds. Never discharge into sewers, waterways, or soil due to its aquatic toxicity. Contaminated packaging and materials must also be treated as hazardous waste.
How to transport 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione?
Transportation of 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione falls under ADR Class 9 (Miscellaneous dangerous substances), Packing Group III. This classification requires appropriate packaging, labeling, and documentation according to dangerous goods regulations. Shipments must display the Class 9 hazard label and proper shipping name. Transport vehicles should be equipped with appropriate emergency equipment, and drivers must hold valid dangerous goods training certificates for Class 9 substances.
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 European REACH regulation requiring registration and compliance with safety data sheet provisions. The substance is classified under CLP regulation with Warning signal word and specific hazard categories (Skin Irrit. 2, Eye Irrit. 2, Aquatic Acute/Chronic 1). While not currently listed as a SVHC (Substance of Very High Concern), its environmental properties require strict adherence to waste and emission control regulations.
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 specialized European distributor of technical chemicals. OYSI provides this compound with full regulatory compliance, including proper documentation and safety data sheets required under European regulations. As experienced chemical distributors, OYSI ensures quality control and proper handling throughout the supply chain, serving various industrial sectors across Europe with reliable chemical sourcing solutions.
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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.