Description

3-Bromo-9-phenylcarbazole (CAS No. 1153-85-1) is a high-purity organic compound with the molecular formula C₁₈H₁₂BrN. This brominated carbazole derivative is widely utilized in advanced material science and organic synthesis due to its unique photophysical and electrochemical properties. The compound features a carbazole core substituted with a phenyl group at the 9-position and a bromine atom at the 3-position, making it a versatile building block for optoelectronic applications, including OLEDs, photovoltaic materials, and organic semiconductors.

Our product is synthesized under stringent quality control, ensuring >98% purity (HPLC) and minimal impurities. It is supplied as a crystalline solid with excellent stability under standard storage conditions. Researchers and scientists can rely on this compound for consistent performance in coupling reactions, polymerization, and as a precursor for further functionalization.

Key Features:

• High-purity grade (>98%) for research and industrial applications
• Ideal for Suzuki-Miyaura cross-coupling and other palladium-catalyzed reactions
• Used in the development of hole-transporting materials (HTMs) and light-emitting layers
• Compatible with vacuum deposition techniques for thin-film fabrication

Properties

• CAS Number: 1153-85-1
• Complexity: 338
• IUPAC Name: 3-bromo-9-phenyl-carbazole
• InChI: InChI=1S/C18H12BrN/c19-13-10-11-18-16(12-13)15-8-4-5-9-17(15)20(18)14-6-2-1-3-7-14/h1-12H
• InChI Key: KUBSCXXKQGDPPD-UHFFFAOYSA-N
• Exact Mass: 321.01531
• Molecular Formula: C18H12BrN
• Molecular Weight: 322.2
• SMILES: C1=CC=C(C=C1)N2C3=C(C=C(C=C3)Br)C4=CC=CC=C42
• Topological: 4.9
• Monoisotopic Mass: 321.01531
• Synonyms: 3-Bromo-9-phenylcarbazole, 805-770-9, 1153-85-1, 3-bromo-9-phenyl-9H-carbazole, 3-BROMO-N-PHENYLCARBAZOLE, 9H-Carbazole, 3-bromo-9-phenyl-, MFCD11977305, 3-bromo-9-phenyl-carbazole, SCHEMBL261514, SCHEMBL18788347, SCHEMBL27848070, DTXSID70596708, BBL102749, SBB054648, STL556555, AKOS015834707, AS-2032, CS-W003820, SB66428, AC-22299, SY029815, B3908

Application

3-Bromo-9-phenylcarbazole serves as a critical intermediate in the synthesis of organic electronic materials, particularly in the fabrication of OLEDs and perovskite solar cells. Its bromine moiety enables efficient cross-coupling reactions to construct conjugated polymers or small-molecule emitters. Researchers also exploit its rigid carbazole scaffold to enhance thermal stability and charge transport in optoelectronic devices. The compound is particularly valuable in designing host materials for phosphorescent OLEDs due to its balanced hole-transporting properties.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (50%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (50%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Acute Tox. 4 (50%)
• Skin Irrit. 2 (50%)
• Eye Irrit. 2 (50%)
• Acute Tox. 4 (50%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.