Description

3,6-Dibromo-9-(4-(2-ethylhexyloxy)phenyl)-9H-carbazole (CAS No. 946491-48-1) is a high-purity brominated carbazole derivative designed for advanced research and industrial applications. This compound features a molecular formula of C₂₆H₂₇Br₂NO and is characterized by its dibromo-substituted carbazole core coupled with a 2-ethylhexyloxy phenyl group, enhancing its solubility and processability. Ideal for use in organic electronics, this material serves as a key intermediate in the synthesis of organic semiconductors, OLEDs, and photovoltaic materials. Its rigid carbazole backbone and bromine substituents make it suitable for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling precise molecular engineering. Packaged under inert conditions to ensure stability, this product is rigorously tested for purity and consistency, meeting the demands of cutting-edge research.

Properties

• CAS Number: 946491-48-1
• Complexity: 497
• IUPAC Name: 3,6-dibromo-9-[4-(2-ethylhexoxy)phenyl]carbazole
• InChI: InChI=1S/C26H27Br2NO/c1-3-5-6-18(4-2)17-30-22-11-9-21(10-12-22)29-25-13-7-19(27)15-23(25)24-16-20(28)8-14-26(24)29/h7-16,18H,3-6,17H2,1-2H3
• InChI Key: ACUVALSRGHGNLZ-UHFFFAOYSA-N
• Exact Mass: 529.04389
• Molecular Formula: C26H27Br2NO
• Molecular Weight: 529.3
• SMILES: CCCCC(CC)COC1=CC=C(C=C1)N2C3=C(C=C(C=C3)Br)C4=C2C=CC(=C4)Br
• Topological: 14.2
• Monoisotopic Mass: 527.04594
• Synonyms: 946491-48-1, 3,6-Dibromo-9-[4-(2-ethylhexyloxy)phenyl]-9H-carbazole, 3,6-Dibromo-9-(4-(2-ethylhexyloxy)phenyl)-9H-carbazole, 834-702-0, 3,6-dibromo-9-{4-[(2-ethylhexyl)oxy]phenyl}-9H-carbazole, MFCD30721573, 3,6-dibromo-9-[4-(2-ethylhexoxy)phenyl]carbazole, 3,6-Dibromo-9-[4-[(2-ethylhexyl)oxy]phenyl]-9H-carbazole, SCHEMBL10316784, BS-45346, SY234685, CS-0161172, D5342, T71488

Application

3,6-Dibromo-9-(4-(2-ethylhexyloxy)phenyl)-9H-carbazole is widely utilized as a building block in the development of organic electronic materials. Its dibromo functionality allows for efficient participation in palladium-catalyzed cross-coupling reactions, critical for constructing conjugated polymers and small-molecule semiconductors. This compound is particularly valuable in OLED research, where it contributes to the synthesis of emissive and charge-transport layers. Additionally, its solubility-enhancing 2-ethylhexyloxy group makes it suitable for solution-processed device fabrication. Researchers also explore its potential in organic photovoltaic (OPV) systems due to its electron-rich carbazole core.

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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