6-bromo-1H-benzo[cd]indol-2-one

C11H6BrNO

CAS24856-00-6
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
24856-00-6
EC Number
413-480-5
UN Number
3077
Index Number
616-081-00-6
PubChem CID
754763

Physical-chemical properties

Molecular Formula
C11H6BrNO
Molar Mass
248.07 g/mol
IUPAC Name
6-bromo-1H-benzo[cd]indol-2-one

Chemical Identifiers

InChI
InChI=1S/C11H6BrNO/c12-8-4-5-9-10-6(8)2-1-3-7(10)11(14)13-9/h1-5H,(H,13,14)
InChI Key
AWNRAAVXFSTMQS-UHFFFAOYSA-N

Overview

6-bromo-1H-benzo[cd]indol-2-one (CAS 24856-00-6) is a brominated heterocyclic organic compound with notable aromatic properties and specialized industrial applications. This halogenated indole derivative represents an important class of brominated aromatic compounds used in various technical applications. With a molecular formula of C11H6BrNO and molecular weight of 248.07 g/mol, this substance exhibits the characteristic properties of both indole-based heterocycles and brominated aromatics. The compound's unique benzo[cd]indol-2-one structure provides specific reactivity patterns that make it valuable for synthetic chemistry applications. From a safety perspective, 6-bromo-1H-benzo[cd]indol-2-one is classified under multiple hazard categories including Acute Toxicity Category 4, Skin Sensitization Category 1, and both Aquatic Acute and Chronic Category 1. The substance requires careful handling protocols and displays GHS07 and GHS09 pictograms with a "Warning" signal word. Its ADR classification as Class 9 indicates it falls under miscellaneous dangerous substances for transport purposes. Industrial applications typically include use as an intermediate in pharmaceutical synthesis, specialty chemical manufacturing, and advanced materials development. The compound's brominated aromatic structure makes it particularly useful in cross-coupling reactions and as a building block for more complex molecular architectures. Similar to other halogenated aromatics like 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate, this compound serves specialized roles in fine chemical synthesis where precise molecular modifications are required. OYSI maintains reliable supply chains for 6-bromo-1H-benzo[cd]indol-2-one to support European industrial customers requiring this specialized brominated heterocyclic compound for their technical applications.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

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:

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 Name8-Amino-5-brom-1-naphthoesäurelactam
Marine PollutantNo

Frequently Asked Questions

What is 6-bromo-1H-benzo[cd]indol-2-one?

6-bromo-1H-benzo[cd]indol-2-one is an organic chemical compound with the molecular formula C11H6BrNO and a molecular weight of 248.07 g/mol. This brominated indole derivative belongs to the class of heterocyclic compounds and is identified by CAS number 24856-00-6. It is classified as a hazardous substance with moderate toxicity, skin sensitization potential, and environmental hazard properties requiring careful handling and storage protocols.

What are the physicochemical properties of 6-bromo-1H-benzo[cd]indol-2-one?

6-bromo-1H-benzo[cd]indol-2-one is a solid organic compound at room temperature with a molecular weight of 248.07 g/mol. As a brominated aromatic heterocycle, it typically appears as a crystalline powder. The presence of the bromine atom and the fused ring system influences its solubility characteristics, generally showing limited water solubility but better solubility in organic solvents. Specific melting point and boiling point data should be obtained from safety data sheets.

What is 6-bromo-1H-benzo[cd]indol-2-one used for?

6-bromo-1H-benzo[cd]indol-2-one is primarily used as an intermediate in organic synthesis and pharmaceutical research. Its brominated indole structure makes it valuable for developing pharmaceutical compounds, agrochemicals, and specialty chemicals. The compound serves as a building block in medicinal chemistry for creating more complex molecules. It may also find applications in materials science and dye chemistry due to its aromatic heterocyclic structure.

How to handle 6-bromo-1H-benzo[cd]indol-2-one safely?

6-bromo-1H-benzo[cd]indol-2-one requires careful handling due to its Acute Tox. 4 and Skin Sens. 1 classifications. Wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to avoid inhalation. Prevent skin and eye contact, and avoid ingestion. Use proper laboratory techniques and ensure emergency procedures are readily available. Follow all safety protocols outlined in the material safety data sheet.

How to store 6-bromo-1H-benzo[cd]indol-2-one correctly?

6-bromo-1H-benzo[cd]indol-2-one should be stored in a cool, dry, well-ventilated area away from incompatible materials. Keep containers tightly sealed and protected from light and moisture. Store away from heat sources, ignition sources, and oxidizing agents. Due to its environmental hazard classification (Aquatic Acute 1, Aquatic Chronic 1), ensure proper containment to prevent environmental release. Follow local regulations for chemical storage and maintain appropriate inventory records.

What to do in case of contact with 6-bromo-1H-benzo[cd]indol-2-one?

In case of skin contact with 6-bromo-1H-benzo[cd]indol-2-one, immediately remove contaminated clothing and wash affected areas thoroughly with soap and water for at least 15 minutes. For eye contact, flush with clean water for 15-20 minutes and remove contact lenses if present. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult the safety data sheet and contact emergency services if severe symptoms occur.

How to dispose of 6-bromo-1H-benzo[cd]indol-2-one properly?

6-bromo-1H-benzo[cd]indol-2-one must be disposed of as hazardous waste through licensed waste management companies due to its toxicity and environmental hazard classifications. Do not discharge to sewers, waterways, or soil due to its aquatic toxicity. Contact certified hazardous waste disposal services and follow local, national, and EU waste regulations including the Waste Framework Directive. Maintain proper documentation for waste tracking and disposal certificates as required by law.

How to transport 6-bromo-1H-benzo[cd]indol-2-one?

6-bromo-1H-benzo[cd]indol-2-one is classified as ADR Class 9 (Miscellaneous Dangerous Goods), Packing Group III for transportation purposes. This classification requires appropriate packaging, labeling, and documentation according to ADR regulations. Use UN-approved packaging and ensure proper hazard labels and transport documents accompany shipments. Carriers must be trained in dangerous goods handling, and emergency response information must be available during transport. Comply with all applicable transportation safety regulations.

Is 6-bromo-1H-benzo[cd]indol-2-one subject to specific regulations?

6-bromo-1H-benzo[cd]indol-2-one is subject to EU REACH regulation requiring registration for manufacture or import above one tonne annually. It falls under CLP regulation for classification, labeling, and packaging with assigned pictograms GHS07 and GHS09. While not currently listed as a Substance of Very High Concern (SVHC), users must comply with occupational safety regulations and environmental protection requirements. Always check current regulatory status and any use restrictions before handling.

Where to buy 6-bromo-1H-benzo[cd]indol-2-one in Europe?

6-bromo-1H-benzo[cd]indol-2-one is available through OYSI, a European distributor of specialty chemicals serving industrial and research customers across Europe. OYSI provides technical support, regulatory documentation, and reliable supply chain management for chemical products. Contact OYSI directly to inquire about availability, specifications, packaging options, and delivery to your location. Ensure your intended use complies with applicable regulations and safety requirements before ordering.

Data Sources

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