Description

9-(2-Ethylhexyl)-9H-carbazole-3-carbaldehyde (CAS No. 287978-28-3) is a high-purity organic compound with the molecular formula C₂₁H₂₅NO. This carbazole derivative features a 2-ethylhexyl substituent at the 9-position and a formyl group at the 3-position, making it a valuable intermediate in organic synthesis and materials science. Its unique structure lends itself to applications in optoelectronics, polymer chemistry, and pharmaceutical research. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring consistency for demanding laboratory and industrial processes. Proper storage under inert atmosphere at 2-8°C is recommended to maintain stability. Researchers should handle this material with appropriate PPE due to its potential sensitizing properties.

Properties

• CAS Number: 287978-28-3
• Complexity: 382
• IUPAC Name: 9-(2-ethylhexyl)carbazole-3-carbaldehyde
• InChI: InChI=1S/C21H25NO/c1-3-5-8-16(4-2)14-22-20-10-7-6-9-18(20)19-13-17(15-23)11-12-21(19)22/h6-7,9-13,15-16H,3-5,8,14H2,1-2H3
• InChI Key: XLMIVPFPBUWICE-UHFFFAOYSA-N
• Exact Mass: 307.193614421
• Molecular Formula: C21H25NO
• Molecular Weight: 307.4
• SMILES: CCCCC(CC)CN1C2=C(C=C(C=C2)C=O)C3=CC=CC=C31
• Topological: 22
• Monoisotopic Mass: 307.193614421
• Synonyms: 287978-28-3, 9-(2-Ethylhexyl)-9H-carbazole-3-carbaldehyde, DTXSID10592800, DTXCID60543564, 9H-Carbazole-3-carboxaldehyde, 9-(2-ethylhexyl)-, SCHEMBL1239904, 9-(2-ethylhexyl)carbazol-3-carbaldehyde

Application

This carbazole derivative serves as a key building block in the synthesis of conjugated polymers for organic light-emitting diodes (OLEDs) and photovoltaic devices. Its electron-rich carbazole core and reactive aldehyde group enable facile functionalization for tailored materials. The compound is also investigated as a precursor for photoactive compounds in optoelectronic applications. Additionally, it finds use in the development of liquid crystalline materials and as a scaffold in medicinal chemistry research.

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