2,3-dichloronaphthalene-1,4-dione
C10H4Cl2O2
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Identification
- CAS Number
- 117-80-6
- EC Number
- 204-210-5
- UN Number
- 3077
- Index Number
- 606-018-00-0
- PubChem CID
- 8342
Physical-chemical properties
- Molecular Formula
- C10H4Cl2O2
- Molar Mass
- 227.04 g/mol
- IUPAC Name
- 2,3-dichloronaphthalene-1,4-dione
Chemical Identifiers
- InChI
- InChI=1S/C10H4Cl2O2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H
- InChI Key
- SVPKNMBRVBMTLB-UHFFFAOYSA-N
Overview
2,3-dichloronaphthalene-1,4-dione (CAS 117-80-6) is a chlorinated quinone derivative with notable chemical stability and selective reactivity properties. This halogenated naphthoquinone compound represents an important intermediate in organic synthesis and industrial chemistry applications. With its molecular formula C10H4Cl2O2 and molecular weight of 227.04 g/mol, 2,3-dichloronaphthalene-1,4-dione exhibits the characteristic properties of both quinone functionality and chlorinated aromatic systems. The compound's structure features two chlorine substituents on the naphthalene ring system, which significantly influences its chemical behavior and reactivity patterns. From a safety perspective, this substance requires careful handling protocols due to its classification under multiple hazard categories. The compound presents acute toxicity concerns (Acute Tox. 4), causes skin and eye irritation (Skin Irrit. 2, Eye Irrit. 2), and poses significant environmental risks to aquatic ecosystems (Aquatic Acute 1, Aquatic Chronic 1). The GHS07 and GHS09 pictograms with "Warning" signal word indicate the need for appropriate personal protective equipment and environmental precautions during handling and storage. Industrial applications of 2,3-dichloronaphthalene-1,4-dione include its use as a synthetic intermediate in pharmaceutical manufacturing, as a precursor in dye and pigment production, and in specialized organic synthesis processes. The compound's reactivity profile makes it valuable in chemical transformations where selective chlorinated quinone functionality is required. In industrial settings, it may be used alongside other specialized chemicals such as 2,4,5-trichlorophenol in certain synthetic pathways. OYSI maintains reliable supply chains for 2,3-dichloronaphthalene-1,4-dione to support European industrial customers requiring this specialized chemical intermediate.
Safety & Classification
Acute Tox. 4 *; 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:
Ingestion
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 Number | 3077 |
| ADR Class | 9 |
| Packing Group | III |
| Tunnel Code | - |
| Proper Shipping Name | Dichlon (ISO) |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2,3-dichloronaphthalene-1,4-dione?
2,3-dichloronaphthalene-1,4-dione is an organic chemical compound with the molecular formula C10H4Cl2O2 and CAS number 117-80-6. This chlorinated naphthoquinone derivative has a molecular weight of 227.04 g/mol and belongs to the quinone family of compounds. It is classified as a hazardous substance with moderate acute toxicity, skin and eye irritation properties, and significant aquatic toxicity. The compound is regulated under European chemical safety legislation and requires appropriate handling precautions in industrial applications.
What are the physicochemical properties of 2,3-dichloronaphthalene-1,4-dione?
2,3-dichloronaphthalene-1,4-dione is typically a crystalline solid at room temperature with a characteristic yellow to orange color. As a quinone derivative, it exhibits limited water solubility but dissolves well in organic solvents such as acetone, chloroform, and benzene. The compound has a molecular weight of 227.04 g/mol and contains two chlorine substituents on the naphthalene ring system. Its chemical structure makes it relatively stable under normal conditions but sensitive to strong reducing agents and bases.
What is 2,3-dichloronaphthalene-1,4-dione used for?
2,3-dichloronaphthalene-1,4-dione is primarily used as an intermediate in organic synthesis and pharmaceutical manufacturing. It serves as a building block for the production of various chemical compounds, including dyes, pigments, and specialty chemicals. The compound finds applications in research and development laboratories for synthetic organic chemistry projects. Its quinone structure makes it valuable in electrochemical applications and as a precursor for bioactive molecules. Industrial uses may include specialized coating formulations and chemical processing applications.
How to handle 2,3-dichloronaphthalene-1,4-dione safely?
2,3-dichloronaphthalene-1,4-dione requires careful handling with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid direct skin and eye contact due to its irritant properties. Use non-sparking tools and equipment, and ensure good housekeeping practices to prevent dust accumulation. Emergency shower and eyewash facilities should be readily accessible in work areas where this compound is handled.
How to store 2,3-dichloronaphthalene-1,4-dione correctly?
2,3-dichloronaphthalene-1,4-dione should be stored in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep containers tightly closed and protected from moisture and air exposure. Store separately from strong reducing agents, bases, and incompatible materials. Use appropriate secondary containment to prevent environmental release. Maintain storage temperatures below 25°C when possible and ensure adequate fire protection measures. Regular inspection of containers for signs of deterioration or leakage is recommended for safe long-term storage.
What to do in case of contact with 2,3-dichloronaphthalene-1,4-dione?
In case of skin contact with 2,3-dichloronaphthalene-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 inhaled, move to fresh air immediately. If swallowed, do not induce vomiting and seek immediate medical attention. Remove contaminated clothing and wash before reuse. Always seek professional medical advice if symptoms persist or worsen after exposure.
How to dispose of 2,3-dichloronaphthalene-1,4-dione appropriately?
2,3-dichloronaphthalene-1,4-dione must be disposed of through licensed hazardous waste management facilities in accordance with local and European waste regulations. The compound cannot be disposed of in regular waste streams due to its hazardous classification and aquatic toxicity. Waste containers should be properly labeled and segregated from other waste types. Small quantities may be suitable for high-temperature incineration under controlled conditions. Always consult with qualified waste management professionals and follow relevant REACH and CLP regulation requirements for proper disposal procedures.
How to transport 2,3-dichloronaphthalene-1,4-dione?
2,3-dichloronaphthalene-1,4-dione is classified under ADR Class 9 (Miscellaneous Dangerous Goods), Packing Group III for transportation purposes. This classification requires appropriate hazardous goods packaging, labeling, and documentation during transport. Vehicles must carry proper safety equipment and drivers require ADR certification. Packages must be marked with the correct shipping name, UN number, and hazard labels. Transport should follow established routes for dangerous goods and comply with quantity limitations and segregation requirements specified in ADR regulations.
Is 2,3-dichloronaphthalene-1,4-dione subject to specific regulations?
2,3-dichloronaphthalene-1,4-dione is subject to European REACH and CLP regulations governing chemical registration, classification, and labeling. The compound is not currently listed as a Substance of Very High Concern (SVHC) under REACH. It must be handled according to its hazard classification including Acute Tox. 4, Skin Irrit. 2, Eye Irrit. 2, and Aquatic toxicity categories. Safety data sheets must be provided to downstream users, and appropriate risk management measures must be implemented. Transportation requires compliance with ADR dangerous goods regulations.
Where to buy 2,3-dichloronaphthalene-1,4-dione in Europe?
2,3-dichloronaphthalene-1,4-dione is available through OYSI, a specialized European distributor of technical chemicals and industrial raw materials. OYSI provides this compound to research institutions, pharmaceutical companies, and industrial manufacturers across Europe. As an experienced chemical distributor, OYSI ensures proper packaging, documentation, and regulatory compliance for all shipments. Contact OYSI directly for availability, specifications, and delivery options to your specific European location. Professional technical support and safety documentation are provided with all chemical supplies.
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2,3-dichloronaphthalene-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.