Description

5,9-Dibromo-7,7-dimethyl-7H-benzo(c)fluorene (CAS No. 1056884-35-5) is a high-purity brominated aromatic compound with the molecular formula C₁₉H₁₄Br₂. This specialized organic intermediate features a rigid benzofluorene core substituted with two bromine atoms at the 5 and 9 positions, along with two methyl groups at the 7-position, creating a sterically hindered structure ideal for advanced material synthesis. The compound’s unique π-conjugated system and heavy atom effects make it particularly valuable for optoelectronic applications. Supplied as a crystalline solid with >95% purity (HPLC), it is carefully packaged under inert atmosphere to ensure stability. Researchers will appreciate its utility in cross-coupling reactions, where the bromine substituents serve as excellent leaving groups for palladium-catalyzed transformations. This product is ideal for developing organic semiconductors, luminescent materials, and as a building block for complex polycyclic aromatic hydrocarbons (PAHs).

Properties

• CAS Number: 1056884-35-5
• Complexity: 404
• IUPAC Name: 5,9-dibromo-7,7-dimethyl-benzo[c]fluorene
• InChI: InChI=1S/C19H14Br2/c1-19(2)15-9-11(20)7-8-14(15)18-13-6-4-3-5-12(13)17(21)10-16(18)19/h3-10H,1-2H3
• InChI Key: VYTHKOHPRYCPON-UHFFFAOYSA-N
• Exact Mass: 401.94418
• Molecular Formula: C19H14Br2
• Molecular Weight: 402.1
• SMILES: CC1(C2=C(C=CC(=C2)Br)C3=C1C=C(C4=CC=CC=C43)Br)C
• Monoisotopic Mass: 399.94623
• Synonyms: 5,9-dibromo-7,7-dimethyl-7H-Benzo[c]fluorene, 1056884-35-5, 5,9-Dibromo-7,7-dimethyl-7H-benzo(c)fluorene, 835-032-1, 5,9-dibromo-7,7-dimethyl-7H-benzo[c]flourene, 5,9-dibromo-7,7-dimethylbenzo[c]fluorene, MFCD27980386, SCHEMBL14063305, VYTHKOHPRYCPON-UHFFFAOYSA-N, AKOS027323872, AS-66224, DA-15914, 5,9-dibromo-7,7-dimethyl-benzo[c]fluorene, D5269

Application

This dibrominated benzofluorene derivative serves as a key intermediate in the synthesis of organic electronic materials, particularly for OLED and OPV applications. The compound’s rigid, planar structure enhances charge transport properties in conjugated polymers and small molecule semiconductors. Researchers utilize it in Suzuki and Buchwald-Hartwig coupling reactions to construct extended π-systems for optoelectronic devices. The bromine substituents allow for precise functionalization at designated positions on the aromatic core. In materials science, it contributes to the development of high-performance organic light-emitting diodes (OLEDs) and photovoltaic materials due to its favorable electronic characteristics.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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