Description
2,7-Dibromo-9-(2-ethylhexyl)carbazole (CAS No. 544436-46-6) is a high-purity brominated carbazole derivative with the molecular formula C20H23Br2N. This compound is a versatile organic semiconductor material widely used in optoelectronic research and advanced material synthesis. Its unique structure, featuring a carbazole core functionalized with bromine at the 2,7-positions and a 2-ethylhexyl side chain, enables excellent solubility in common organic solvents while maintaining strong charge-transport properties. This product is synthesized under stringent quality control, ensuring >98% purity (HPLC) for reliable performance in sensitive applications. Available in amber glass vials under inert atmosphere to prevent degradation, it is ideal for use in OLEDs, organic photovoltaics (OPVs), and perovskite solar cell research. Store in a cool, dry place away from light and moisture to preserve stability.
Properties
- CAS Number: 544436-46-6
- Complexity: 349
- IUPAC Name: 2,7-dibromo-9-(2-ethylhexyl)carbazole
- InChI: InChI=1S/C20H23Br2N/c1-3-5-6-14(4-2)13-23-19-11-15(21)7-9-17(19)18-10-8-16(22)12-20(18)23/h7-12,14H,3-6,13H2,1-2H3
- InChI Key: OLOMDFPWMJQODN-UHFFFAOYSA-N
- Exact Mass: 437.01768
- Molecular Formula: C20H23Br2N
- Molecular Weight: 437.2
- SMILES: CCCCC(CC)CN1C2=C(C=CC(=C2)Br)C3=C1C=C(C=C3)Br
- Topological: 4.9
- Monoisotopic Mass: 435.01972
- Synonyms: 2,7-dibromo-9-(2-ethylhexyl)carbazole, 808-097-9, 2,7-dibromo-9-(2-ethylhexyl)-9H-carbazole, 544436-46-6, MFCD23703116, SCHEMBL923650, DTXSID20476960, OLOMDFPWMJQODN-UHFFFAOYSA-N, STL290615, AKOS016011726, 2,7-dibromo-9-(2-ethylhexyl)-carbazole, AS-65016, DB-337982, D4735, D90328
Application
2,7-Dibromo-9-(2-ethylhexyl)carbazole serves as a key building block for conjugated polymers and small molecules in organic electronics. It is widely employed as a hole-transport material (HTM) in OLED devices due to its efficient charge-carrier mobility. Researchers also utilize it as a precursor for Suzuki or Stille coupling reactions to construct extended π-systems for optoelectronic applications. Its solubility makes it particularly useful in solution-processed thin-film devices.
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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