2-amino-3-chloronaphthalene-1,4-dione

C10H6ClNO2

CAS2797-51-5
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
2797-51-5
EC Number
220-529-2
UN Number
3077
Index Number
606-154-00-0
PubChem CID
17748

Physical-chemical properties

Molecular Formula
C10H6ClNO2
Molar Mass
207.61 g/mol
IUPAC Name
2-amino-3-chloronaphthalene-1,4-dione

Chemical Identifiers

InChI
InChI=1S/C10H6ClNO2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H,12H2
InChI Key
OBLNWSCLAYSJJR-UHFFFAOYSA-N

Overview

2-amino-3-chloronaphthalene-1,4-dione (CAS 2797-51-5) is a chlorinated naphthoquinone derivative with amino substituent exhibiting significant biological activity and industrial relevance. This specialized chemical compound, also identified by EC number 220-529-2, represents an important member of the substituted naphthoquinone family with molecular formula C10H6ClNO2 and molecular weight of 207.61 g/mol. The presence of both amino and chloro functional groups on the naphthalene-1,4-dione backbone confers unique chemical properties that make it valuable for various industrial applications. The compound exhibits significant safety considerations, classified under multiple hazard categories including carcinogenicity (Category 2), reproductive toxicity (Category 2), and acute toxicity (Category 4). Additional concerns include specific target organ toxicity following repeated exposure, eye irritation, and strong skin sensitization potential. Environmental hazards are also notable, with acute aquatic toxicity classification requiring careful handling and disposal procedures. The GHS08, GHS07, and GHS09 pictograms reflect these health and environmental risks, while the ADR Class 9 designation indicates miscellaneous dangerous goods status for transport purposes. Primary industrial applications include pharmaceutical intermediate synthesis, where its reactive functional groups enable complex molecule construction. The compound also finds use in dye and pigment manufacturing, particularly in developing specialized colorants with enhanced stability. Research applications frequently involve this compound in studies related to quinone biochemistry and medicinal chemistry development. Unlike simpler compounds such as 1,4-dichlorobenzene, this naphthoquinone derivative offers more sophisticated reactivity patterns suitable for advanced synthetic transformations. OYSI maintains reliable supply chains for 2-amino-3-chloronaphthalene-1,4-dione, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.

Safety & Classification

Warning
Classification:

Carc. 2; Repr. 2; Acute Tox. 4; STOT RE 2; Eye Irrit. 2; Skin Sens. 1A; Aquatic Acute 1; Aquatic ...

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H351

Suspected of causing cancer.

H302

Harmful if swallowed.

H373

May cause damage to organs through prolonged or repeated exposure.

H319

Causes serious eye irritation.

H317

May cause an allergic skin reaction.

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 NameQuinoclamin (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 2-amino-3-chloronaphthalene-1,4-dione?

2-amino-3-chloronaphthalene-1,4-dione is an organic chemical compound with the molecular formula C10H6ClNO2 and CAS number 2797-51-5. This naphthalene derivative features both amino and chloro substituents on a quinone backbone, giving it a molecular weight of 207.61 g/mol. It is classified as a hazardous substance with multiple safety concerns including potential carcinogenic and reproductive toxicity properties, requiring careful handling in industrial applications.

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

2-amino-3-chloronaphthalene-1,4-dione is a solid organic compound at room temperature with a molecular weight of 207.61 g/mol. As a substituted naphthoquinone, it typically appears as a colored crystalline material. The presence of both polar amino groups and the quinone structure influences its solubility characteristics. Specific physical properties such as melting point, density, and detailed solubility data should be verified through technical documentation for precise applications.

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

2-amino-3-chloronaphthalene-1,4-dione serves as an important intermediate in organic synthesis and pharmaceutical manufacturing. Its quinone structure and functional groups make it valuable for producing dyes, pigments, and various chemical derivatives. The compound is commonly used in research and development applications, particularly in medicinal chemistry and materials science. Due to its hazardous classification, its use is typically restricted to professional industrial settings with appropriate safety controls.

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

2-amino-3-chloronaphthalene-1,4-dione requires strict safety protocols due to its hazardous classification including carcinogenic and skin sensitization properties. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas. Avoid skin and eye contact, and prevent inhalation of dust or vapors. Work in fume hoods when possible, use proper handling techniques, and ensure personnel are trained in chemical safety procedures before use.

How to store 2-amino-3-chloronaphthalene-1,4-dione correctly?

2-amino-3-chloronaphthalene-1,4-dione should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep containers properly labeled and segregated from incompatible materials, particularly strong oxidizers and reducing agents. Storage areas must be secure and accessible only to trained personnel due to the substance's hazardous classification. Regular container inspection and proper inventory management are essential for safe long-term storage.

What to do in case of contact with 2-amino-3-chloronaphthalene-1,4-dione?

Immediate action is required for any contact with 2-amino-3-chloronaphthalene-1,4-dione due to its toxicity and sensitization potential. For skin contact, remove contaminated clothing and rinse thoroughly with water for at least 15 minutes. In case of eye contact, flush immediately with clean water and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical care. Always consult the safety data sheet for specific emergency procedures.

How to dispose of 2-amino-3-chloronaphthalene-1,4-dione appropriately?

2-amino-3-chloronaphthalene-1,4-dione must be disposed of as hazardous waste through licensed waste management companies in accordance with local and European regulations. The substance cannot be disposed of in regular waste streams due to its environmental hazard classification (Aquatic Acute 1). Waste containers should be properly labeled, sealed, and stored in designated areas until collection. Incineration at authorized high-temperature facilities is typically the preferred disposal method for this type of organic compound.

How to transport 2-amino-3-chloronaphthalene-1,4-dione?

2-amino-3-chloronaphthalene-1,4-dione is classified as ADR Class 9 (Miscellaneous Dangerous Substances), Packing Group III, requiring compliance with dangerous goods transport regulations. Packages must be properly labeled with appropriate hazard markings and accompanied by transport documentation. Vehicles must carry appropriate emergency equipment, and drivers require ADR certification. The substance should be secured to prevent damage during transit and separated from incompatible materials according to segregation requirements.

Is 2-amino-3-chloronaphthalene-1,4-dione subject to special regulations?

2-amino-3-chloronaphthalene-1,4-dione is subject to comprehensive European chemical regulations including REACH registration requirements and CLP classification obligations. While not currently listed as a SVHC (Substance of Very High Concern), its Carcinogen Category 2 and Reproductive Toxicity Category 2 classifications may trigger additional regulatory scrutiny. Companies must maintain safety data sheets, implement risk management measures, and ensure compliance with occupational exposure limits and environmental protection requirements across the EU.

Where to buy 2-amino-3-chloronaphthalene-1,4-dione in Europe?

2-amino-3-chloronaphthalene-1,4-dione is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers. As a regulated hazardous substance, it is only supplied to qualified professional users with appropriate handling capabilities and regulatory compliance. OYSI ensures proper documentation, packaging, and transport according to European standards. Contact OYSI directly for availability, technical specifications, and regulatory support for your specific application requirements.

Data Sources

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