Description

9-(4-Bromophenyl)carbazole (CAS No. 57102-42-8) is a high-purity organic compound with the molecular formula C₁₈H₁₂BrN. This brominated carbazole derivative is a versatile building block in organic synthesis, particularly in the development of advanced materials for optoelectronic applications. Its rigid, planar structure and electron-rich aromatic system make it an ideal candidate for use in organic light-emitting diodes (OLEDs), photovoltaics, and other semiconductor devices. The compound is supplied as a crystalline solid with guaranteed purity, ensuring consistent performance in research and industrial applications. Proper storage under inert conditions is recommended to maintain stability.

Properties

• CAS Number: 57102-42-8
• Complexity: 314
• IUPAC Name: 9-(4-bromophenyl)carbazole
• InChI: InChI=1S/C18H12BrN/c19-13-9-11-14(12-10-13)20-17-7-3-1-5-15(17)16-6-2-4-8-18(16)20/h1-12H
• InChI Key: XSDKKRKTDZMKCH-UHFFFAOYSA-N
• Exact Mass: 321.01531
• Molecular Formula: C18H12BrN
• Molecular Weight: 322.2
• SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3N2C4=CC=C(C=C4)Br
• Topological: 4.9
• Monoisotopic Mass: 321.01531
• Synonyms: 9-(4-Bromophenyl)carbazole, 805-754-1, 9-(4-Bromophenyl)-9H-carbazole, 57102-42-8, (9-(4-Bromophenyl))-9H-carbazole, MFCD11617969, N-(4-bromophenyl)carbazole, 9H-Carbazole, 9-(4-bromophenyl)-, 9-(4-Bromo-phenyl)-9H-carbazole, 9-(4-bromophenyl) carbazole, N-(para-bromophenyl)carbazole, SCHEMBL262160, CHEMBL2425169, DTXSID30625205, AKOS015835665, CS-W011997, FD14049, SB66326, AC-22293, DS-16701, SY032745, DB-001014, DB-221357, B3554, A853185

Application

9-(4-Bromophenyl)carbazole is widely used as a key intermediate in the synthesis of organic semiconductors and hole-transport materials for OLED devices. Its bromine substituent enables further functionalization via cross-coupling reactions, such as Suzuki or Heck couplings, facilitating the creation of complex conjugated systems. Researchers also utilize this compound in the development of fluorescent probes and photoactive materials due to its strong luminescent properties. Its structural rigidity contributes to enhanced thermal and morphological stability in polymeric matrices.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (50%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H413 (50%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Dam. 1 (50%)
• Eye Irrit. 2 (50%)
• STOT SE 3 (50%)
• Aquatic Chronic 4 (50%)

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