Description
3-Bromo-6,9-diphenylcarbazole (CAS No. 1160294-85-8) is a high-purity organic compound with the molecular formula C24H16BrN. This brominated carbazole derivative features a carbazole core substituted with phenyl groups at the 6- and 9-positions and a bromine atom at the 3-position, making it a valuable intermediate for advanced organic synthesis and materials science applications. Its rigid, planar structure and electron-rich aromatic system are ideal for designing optoelectronic materials, such as organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and charge-transport layers. Available in >98% purity (HPLC), this compound is supplied as a crystalline solid with strict quality control to ensure batch-to-batch consistency for research and industrial use. Store under inert conditions at 2-8°C to maintain stability.
Properties
- CAS Number: 1160294-85-8
- Complexity: 467
- IUPAC Name: 3-bromo-6,9-diphenyl-carbazole
- InChI: InChI=1S/C24H16BrN/c25-19-12-14-24-22(16-19)21-15-18(17-7-3-1-4-8-17)11-13-23(21)26(24)20-9-5-2-6-10-20/h1-16H
- InChI Key: JBEQRROTSDUCGC-UHFFFAOYSA-N
- Exact Mass: 397.04661
- Molecular Formula: C24H16BrN
- Molecular Weight: 398.3
- SMILES: C1=CC=C(C=C1)C2=CC3=C(C=C2)N(C4=C3C=C(C=C4)Br)C5=CC=CC=C5
- Topological: 4.9
- Monoisotopic Mass: 397.04661
- Synonyms: 3-Bromo-6,9-diphenylcarbazole, 807-994-2, 3-Bromo-6,9-diphenyl-9H-carbazole, 1160294-85-8, 9H-Carbazole, 3-bromo-6,9-diphenyl-, MFCD20257783, SCHEMBL3659876, DTXSID60727807, BCP20965, AKOS016003422, SB67041, AS-10169, SY038344, DB-366269, B4795, CS-0156407
Application
3-Bromo-6,9-diphenylcarbazole is widely used as a key building block in the synthesis of conjugated polymers and small molecules for OLED and OPV applications. Its bromine substituent enables further functionalization via cross-coupling reactions (e.g., Suzuki, Heck). The compound’s extended π-system enhances charge transport properties, making it suitable for hole-transport materials (HTMs) in perovskite solar cells. Researchers also exploit its fluorescence properties for developing blue-emitting materials in display technologies.
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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