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 compound with indole-based structure and specialized chemical reactivity. This organic compound belongs to the benzoindole family, characterized by a fused ring system combining benzene and indole moieties with a bromine substituent at the 6-position. With a molecular formula of C11H6BrNO and molecular weight of 248.07 g/mol, this substance exhibits unique chemical properties due to its halogenated aromatic structure. The presence of both nitrogen heteroatom and carbonyl functionality makes it particularly valuable in synthetic organic chemistry applications. From a safety perspective, 6-bromo-1H-benzo[cd]indol-2-one requires careful handling protocols. Classified under GHS pictograms GHS07 and GHS09 with "Warning" signal word, it presents acute toxicity concerns (Category 4) and skin sensitization properties (Category 1). The compound also demonstrates significant environmental impact, classified as Aquatic Acute 1 and Aquatic Chronic 1, necessitating proper waste management and environmental protection measures during industrial use. Industrial applications primarily focus on pharmaceutical intermediate synthesis, where the brominated position serves as a reactive site for cross-coupling reactions and nucleophilic substitutions. The compound finds use in advanced material synthesis and specialized dye manufacturing. Its structural similarity to other halogenated aromatic compounds like 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate makes it valuable in comparative synthetic studies and as an alternative building block in complex organic synthesis. OYSI provides reliable supply of 6-bromo-1H-benzo[cd]indol-2-one to European markets, supporting research institutions and industrial manufacturers with technical-grade material for specialized chemical synthesis 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 a brominated organic compound with the molecular formula C11H6BrNO and molecular weight of 248.07 g/mol. This heterocyclic compound belongs to the indolone family and contains both bromine and nitrogen functional groups. It is classified as a hazardous substance with moderate toxicity and environmental concerns, requiring proper handling protocols in industrial applications.

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 compound, it typically appears as a crystalline solid with limited water solubility due to its hydrophobic aromatic structure. The presence of the bromine atom and carbonyl group influences its chemical reactivity and physical properties, making it suitable for various synthetic applications.

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 pharmaceutical and fine chemical synthesis. Its brominated indolone structure makes it valuable for developing pharmaceutical compounds, particularly in medicinal chemistry research. The compound serves as a building block for synthesizing more complex molecules through various organic reactions, including coupling reactions and functional group transformations in specialized chemical manufacturing processes.

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. Use 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 generating dust. Follow good laboratory practices and have emergency procedures readily available.

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

6-bromo-1H-benzo[cd]indol-2-one 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 store separately from incompatible materials such as strong oxidizers. Maintain storage temperatures below recommended limits and ensure proper containment to prevent environmental release due to its aquatic toxicity classification.

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 the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with clean water for 15 minutes. If inhaled, move to fresh air immediately. Seek medical attention if irritation persists or symptoms develop, given its skin sensitizing and toxic properties.

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 through licensed hazardous waste management facilities due to its environmental toxicity classification. Never discharge into sewers, waterways, or soil as it poses acute and chronic aquatic hazards. Contact authorized waste disposal companies for proper collection and treatment. Follow local, national, and European waste regulations for hazardous chemical disposal procedures.

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 Substances), Packing Group III for transportation. Use appropriate UN-approved packaging and labeling requirements for Class 9 materials. Ensure proper documentation including safety data sheets and transport documents. Follow ADR regulations for loading, segregation, and handling during transport to comply with European dangerous goods transportation requirements.

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

6-bromo-1H-benzo[cd]indol-2-one is subject to REACH registration requirements and CLP classification regulations in Europe. It is not currently listed as a Substance of Very High Concern (SVHC). The compound must comply with occupational safety regulations due to its toxicity and sensitizing properties. Users must follow proper risk assessment procedures and implement appropriate risk management measures as required by chemical safety legislation.

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 specializing in technical chemicals and pharmaceutical intermediates. OYSI provides quality chemical products with proper documentation, safety data sheets, and regulatory compliance support. Contact OYSI directly for availability, technical specifications, and pricing information for your specific requirements in pharmaceutical research or fine chemical synthesis applications.

Data Sources

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