2,3-dichloronaphthalene-1,4-dione

C10H4Cl2O2

CAS117-80-6
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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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 distinct chemical reactivity and industrial applications. This organic compound, also known by its EC number 204-210-5, belongs to the naphthoquinone family and features two chlorine substituents on the aromatic ring system. With a molecular formula of C10H4Cl2O2 and molecular weight of 227.04 g/mol, this yellow to orange crystalline solid exhibits characteristic quinone properties including electron-accepting capabilities and redox activity. The compound presents moderate toxicity concerns, classified under GHS with pictograms GHS07 and GHS09, indicating both health hazards and environmental risks. Safety considerations include acute toxicity (Category 4), skin and eye irritation potential, and significant aquatic toxicity requiring careful handling and disposal protocols. The ADR Class 9 classification reflects its miscellaneous dangerous goods status for transportation purposes. In industrial applications, 2,3-dichloronaphthalene-1,4-dione serves primarily as an intermediate in organic synthesis, particularly in the production of dyes and pigments where its quinone structure provides essential chromophoric properties. The compound also finds use in pharmaceutical synthesis and as a chemical building block for more complex molecules. Its reactivity profile makes it valuable in applications requiring controlled oxidation processes, sometimes used alongside other industrial chemicals like copper sulfate in specialized formulations. The presence of chlorine substituents enhances its stability and modifies its electronic properties compared to unsubstituted naphthoquinones, making it suitable for specific technical applications where conventional quinones may not provide adequate performance. OYSI maintains reliable supply chains for 2,3-dichloronaphthalene-1,4-dione to support European industrial customers requiring consistent quality and technical support.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Skin Irrit. 2; Eye Irrit. 2; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

H315

Causes skin irritation.

H319

Causes serious eye irritation.

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

Irritant

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

Irritant

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 Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameDichlon (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 2,3-dichloronaphthalene-1,4-dione?

2,3-dichloronaphthalene-1,4-dione is a chlorinated quinone derivative with the molecular formula C10H4Cl2O2 and CAS number 117-80-6. This chemical compound belongs to the naphthoquinone family and features two chlorine atoms substituted at positions 2 and 3 of the naphthalene ring system. With a molecular weight of 227.04 g/mol, it is classified as a hazardous substance requiring proper handling and safety measures due to its toxicological properties.

What are the physicochemical properties of 2,3-dichloronaphthalene-1,4-dione?

2,3-dichloronaphthalene-1,4-dione typically appears as a crystalline solid at room temperature with a characteristic quinone structure. The compound exhibits limited water solubility due to its chlorinated aromatic nature, making it more soluble in organic solvents. Its quinone functionality contributes to its reactivity and stability properties. The presence of chlorine substituents affects its physical properties including melting point, volatility, and chemical reactivity compared to unsubstituted naphthoquinone.

What is 2,3-dichloronaphthalene-1,4-dione used for?

2,3-dichloronaphthalene-1,4-dione serves primarily as an intermediate in organic synthesis and chemical manufacturing processes. It is commonly used in the production of dyes, pigments, and other quinone-based compounds. The compound also finds applications in pharmaceutical research as a building block for drug development and in the synthesis of biologically active molecules. Its unique chlorinated quinone structure makes it valuable for specialized chemical transformations in industrial applications.

How to handle 2,3-dichloronaphthalene-1,4-dione safely?

2,3-dichloronaphthalene-1,4-dione requires careful handling using 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. Given its Acute Tox. 4 classification and skin/eye irritation potential, direct contact must be avoided. Proper training in chemical handling procedures is essential, and emergency wash stations should be readily accessible in work areas.

How to store 2,3-dichloronaphthalene-1,4-dione properly?

2,3-dichloronaphthalene-1,4-dione should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from direct sunlight and heat sources. The storage area must be secure and accessible only to authorized personnel due to its hazardous classification. Keep containers properly labeled and maintain an inventory system. Store away from incompatible materials such as strong reducing agents and bases. Regular inspection of containers for damage or leakage is recommended.

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 rinse the affected area with plenty of water for at least 15 minutes. For eye contact, flush eyes thoroughly with clean water and seek medical attention promptly. If inhaled, move the person to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical assistance. Always consult the safety data sheet and contact poison control if necessary.

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 disposal services in accordance with local and EU waste regulations. The compound cannot be disposed of in regular waste streams due to its hazardous classification and environmental impact potential. Contaminated materials, containers, and protective equipment require proper hazardous waste treatment. Consult local environmental authorities and follow REACH and waste framework directive requirements for compliant disposal procedures.

How to transport 2,3-dichloronaphthalene-1,4-dione?

2,3-dichloronaphthalene-1,4-dione is classified as ADR Class 9 (Miscellaneous dangerous goods), Packing Group III for transportation purposes. It requires proper packaging in UN-approved containers with appropriate hazard labels and documentation. Transport must comply with ADR/RID regulations for dangerous goods, including proper vehicle marking and driver certification. Shipping documents must include the correct UN number, proper shipping name, and hazard class information for regulatory compliance.

Is 2,3-dichloronaphthalene-1,4-dione subject to specific regulations?

2,3-dichloronaphthalene-1,4-dione is subject to REACH regulation requiring registration for manufacture or import above certain tonnage thresholds. It falls under CLP regulation for classification, labeling, and packaging with mandatory GHS07 and GHS09 pictograms. While not currently listed as SVHC, its aquatic toxicity classification subjects it to environmental monitoring requirements. Users must maintain safety data sheets, implement risk management measures, and comply with occupational exposure limits where established.

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 serving industrial customers across the continent. OYSI provides reliable supply chains, regulatory compliance support, and technical expertise for chemical procurement. As a professional distributor, OYSI ensures proper handling, documentation, and delivery of hazardous materials while maintaining quality standards. Contact OYSI directly for availability, specifications, and regulatory documentation requirements for your specific application needs.

Data Sources

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