Chemical Identity and Structural Features

5-Bromo-7,7-dimethyl-7H-benzo[c]fluorene belongs to the benzo[c]fluorene family of fused tricyclic aromatic compounds. The core scaffold consists of three fused six-membered aromatic rings arranged in an angular topology, characteristic of the benzo[c]fluorene system. Two key structural modifications distinguish this compound: (1) a bromine substituent at the 5-position, which activates the molecule toward metal-catalysed cross-coupling chemistry, and (2) a gem-dimethyl group at the sp³-hybridised 7-position carbon, which disrupts full planarity at that centre and influences the compound's solubility and steric profile.

The presence of the aryl C–Br bond makes 5-Bromo-7,7-dimethyl-7H-benzo[c]fluorene a reactive handle for palladium- or nickel-catalysed reactions such as Suzuki–Miyaura, Buchwald–Hartwig, and Sonogashira couplings. The gem-dimethyl quaternary carbon contributes steric bulk that can be exploited in the design of non-planar, three-dimensional PAH architectures relevant to organic electronics and supramolecular chemistry.

Handling, Storage, and Safety Guidelines

Personal Protective Equipment (PPE): When handling 5-Bromo-7,7-dimethyl-7H-benzo[c]fluorene, researchers should wear appropriate chemical-resistant gloves (e.g., nitrile), a laboratory coat, and safety glasses or goggles. Work should be conducted in a well-ventilated fume hood to minimise inhalation exposure to fine particulates or vapours.

Storage: Store the compound in a tightly sealed container in a cool, dry, and well-ventilated location, away from incompatible materials such as strong oxidisers and strong bases. Recommended storage temperature is typically room temperature or as indicated on the product label. Verify specific storage conditions on the Aladdin Scientific product page or Certificate of Analysis (CoA) for lot-specific guidance.

Disposal: Dispose of waste material in accordance with local, regional, and national regulations governing halogenated organic compounds. Do not pour down the drain or discard with general laboratory waste without appropriate authorisation.

Note: Refer to the Safety Data Sheet (SDS) provided by Aladdin Scientific for comprehensive hazard information before use.

Research Applications and Synthetic Utility

The aryl bromide functionality of 5-Bromo-7,7-dimethyl-7H-benzo[c]fluorene makes it a valuable starting material or intermediate in the preparation of extended PAH systems, including helicenes, contorted nanographene fragments, and conjugated polymers. Cross-coupling reactions at the 5-bromo position allow selective introduction of aryl, heteroaryl, alkynyl, or amine groups, enabling systematic tuning of electronic and optical properties.

Potential application domains include:

• Organic semiconductors and OLEDs: Benzo[c]fluorene-based frameworks have been explored as hole-transport or emissive materials due to their extended aromatic conjugation.
• Supramolecular chemistry: The non-planar character introduced by the gem-dimethyl group can drive selective host–guest interactions or self-assembly behaviour.
• Medicinal chemistry probes: PAH derivatives are employed as model substrates for studying DNA intercalation, enzyme binding, and metabolic activation pathways.
• Photophysical studies: The fused aromatic core provides a platform for investigating fluorescence, phosphorescence, and singlet oxygen generation.

Researchers should verify the suitability of this compound for their specific application by consulting the primary literature and the product's CoA.

Quality, Purity, and Ordering Information

Aladdin Scientific supplies 5-Bromo-7,7-dimethyl-7H-benzo[c]fluorene under catalog number B734095. Each production lot is accompanied by a Certificate of Analysis (CoA) documenting purity, analytical data (typically HPLC or GC), and physical characterisation relevant to the compound.

Procurement teams and lab managers should request the CoA for the specific lot number at the time of ordering to confirm that purity and analytical profiles meet experimental requirements. For projects requiring higher purity grades or custom quantities, contact Aladdin Scientific's technical sales team for bespoke supply options.

Orders can be placed through the Aladdin Scientific website. For bulk quantities, volume pricing, or institutional account queries, reach out to customer service or your regional Aladdin Scientific representative.