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 substituted naphthoquinone derivative with amino and chloro functional groups conferring specific reactivity patterns. This quinone compound represents an important intermediate in organic synthesis and specialized chemical applications. With the molecular formula C10H6ClNO2 and a molecular weight of 207.61 g/mol, this naphthoquinone derivative exhibits the characteristic properties of both amino-substituted aromatics and halogenated quinones. The EC number 220-529-2 identifies this substance within European chemical regulations, where it falls under ADR Class 9 for transport purposes. The compound's structure features a naphthalene backbone with strategically positioned amino and chloro substituents, making it valuable for further chemical transformations. Unlike simpler compounds such as 1,4-dichlorobenzene, this naphthoquinone offers enhanced reactivity through its quinone moiety and amino functionality. Safety considerations are paramount when handling this material, as it carries multiple hazard classifications including carcinogenicity (Category 2), reproductive toxicity (Category 2), and acute toxicity (Category 4). The GHS08, GHS07, and GHS09 pictograms indicate health, physical, and environmental hazards respectively, requiring appropriate safety protocols including respiratory protection, skin contact prevention, and environmental containment measures. Industrial applications primarily involve its use as an intermediate in pharmaceutical synthesis, dye manufacturing, and specialty chemical production. The compound serves as a building block for more complex molecules in medicinal chemistry and materials science applications. Similar to other functionalized aromatics like 6-amino-N-methylnaphthalene-2-sulfonamide, it finds utility in developing bioactive compounds and advanced materials. OYSI maintains availability of 2-amino-3-chloronaphthalene-1,4-dione with complete regulatory documentation and technical support for European industrial customers.

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 substituted naphthoquinone derivative features both amino and chlorine functional groups on a naphthalene-1,4-dione backbone. With a molecular weight of 207.61 g/mol, it belongs to the quinone family of compounds and exhibits significant hazardous properties requiring careful handling and storage protocols.

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 naphthoquinone derivative, it typically appears as a colored crystalline solid, though specific color and odor characteristics depend on purity and crystal form. The presence of both polar amino groups and nonpolar aromatic structures affects its solubility profile in various solvents.

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 research. This compound is primarily utilized in the manufacture of dyes, pigments, and pharmaceutical intermediates due to its reactive quinone structure. Its amino and chlorine substituents make it valuable for further chemical modifications in drug discovery and specialty chemical production processes requiring specific functional group combinations.

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

2-amino-3-chloronaphthalene-1,4-dione requires careful handling due to its classification as Carc. 2, Repr. 2, and Skin Sens. 1A. Essential personal protective equipment includes nitrile gloves, safety goggles, and respiratory protection to prevent inhalation. Work in well-ventilated areas or under fume hoods, avoid skin contact and dust generation. Regular health monitoring is recommended due to potential carcinogenic and reproductive toxicity concerns.

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 separated from incompatible materials such as strong oxidizers and reducing agents. Storage areas must be clearly labeled with appropriate hazard warnings and equipped with emergency response equipment. Maintain inventory records and regularly inspect containers for integrity.

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

Immediate action is required upon contact with 2-amino-3-chloronaphthalene-1,4-dione. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, rinse immediately with clean water for 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. Always consult a physician and provide the safety data sheet.

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 according to local and European regulations. Contact licensed hazardous waste disposal companies for proper handling and incineration at authorized facilities. Never dispose of this material in regular waste streams, sewers, or the environment due to its carcinogenic properties and environmental hazard classification (Aquatic Acute 1). Maintain disposal documentation for regulatory compliance.

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 goods), Packing Group III for transportation purposes. Packages must be properly labeled with appropriate hazard markings and accompanied by transport documentation. Use UN-specification packaging suitable for solid hazardous materials. Drivers require ADR training certification, and vehicles must carry appropriate emergency equipment and placarding according to European transport regulations.

Is 2-amino-3-chloronaphthalene-1,4-dione subject to specific 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 carcinogenic and reproductive toxicity classifications require strict compliance with occupational exposure limits and worker protection measures. Importers and users must maintain safety data sheets and implement appropriate risk management measures.

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. OYSI provides this compound to qualified industrial and research customers with proper handling capabilities and regulatory compliance. As a controlled substance requiring specialized handling, purchases are subject to customer qualification procedures and appropriate documentation. Contact OYSI directly for availability, specifications, and technical support services.

Data Sources

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