Description
2-Bromo-9-n-octyl-9H-carbazole (CAS No. 1356465-23-0) is a high-purity brominated carbazole derivative with the molecular formula C20H24BrN. This compound features a carbazole core functionalized with a bromine atom at the 2-position and an n-octyl chain at the 9-position, offering unique electronic and steric properties. It is an essential intermediate in organic synthesis, particularly in the development of optoelectronic materials, organic semiconductors, and liquid crystals. With a molecular weight of 358.32 g/mol, this crystalline solid is characterized by its high thermal stability and solubility in common organic solvents such as THF, DCM, and toluene. Ideal for researchers in materials science and pharmaceutical chemistry, this product is rigorously tested for purity (typically ≥95% by HPLC) and is supplied with comprehensive analytical data including 1H NMR, 13C NMR, and mass spectrometry. Store under inert conditions at 2-8°C to ensure long-term stability.
Properties
- CAS Number: 1356465-23-0
- Complexity: 332
- IUPAC Name: 2-bromo-9-octyl-carbazole
- InChI: InChI=1S/C20H24BrN/c1-2-3-4-5-6-9-14-22-19-11-8-7-10-17(19)18-13-12-16(21)15-20(18)22/h7-8,10-13,15H,2-6,9,14H2,1H3
- InChI Key: QLOUQHQDDYJWRM-UHFFFAOYSA-N
- Exact Mass: 357.10921
- Molecular Formula: C20H24BrN
- Molecular Weight: 358.3
- SMILES: CCCCCCCCN1C2=CC=CC=C2C3=C1C=C(C=C3)Br
- Topological: 4.9
- Monoisotopic Mass: 357.10921
- Synonyms: 2-Bromo-9-n-octyl-9H-carbazole, 1356465-23-0, 834-249-9, 2-Bromo-9-octyl-9H-carbazole, 2-bromo-9-octylcarbazole, MFCD31618111, SCHEMBL28007402, AKOS037648723, BS-15350, B5609, CS-0162900, T70226
Application
2-Bromo-9-n-octyl-9H-carbazole is widely used in the synthesis of advanced organic electronic materials, including hole-transporting layers in OLEDs and perovskite solar cells. Its bromine moiety enables further functionalization via cross-coupling reactions (e.g., Suzuki or Buchwald-Hartwig), while the octyl chain enhances solubility for solution-processed device fabrication. Researchers also employ it as a building block for conjugated polymers with tunable bandgaps for photovoltaic applications.
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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