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CS-W001157 4
Total: USD 88.00

4-(9H-Carbazol-9-yl)benzaldehyde

  • CAS No. 110677-45-7

  • Cat. No. CS-0186878
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

4-(9H-Carbazol-9-yl)benzaldehyde|CS-0186878

Structure of 110677-45-7

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General Information

  • CAS No. 110677-45-7
  • Cat. No. CS-0186878
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₃NO
  • Molecular Weight 271.31
  • Synonym(s) 9-(4-Formylphenyl)-9H-carbazole
  • SMILES C1=CC=C2C(=C1)C3=CC=CC=C3N2C4=CC=C(C=C4)C=O

Description

4-(9H-Carbazol-9-yl)benzaldehyde features a rigid, electron-rich carbazole unit linked via a phenyl bridge to an aldehyde group. This conjugated architecture enables efficient charge transport and facilitates integration into organic semiconductors, OLEDs, and fluorescent probes. The aldehyde moiety offers versatile synthetic handle for hydrazone or imine formation in materials functionalization.

Application

4-(9H-Carbazol-9-yl)benzaldehyde serves as a versatile building block in the synthesis of functional organic materials and pharmaceutical intermediates. Its structure combines a rigid carbazole core with an aldehyde-functionalized aryl group, enabling efficient coupling reactions via imine formation or reductive amination. The molecule exhibits good bench stability and facilitates the construction of complex heterocyclic systems, including fused polycycles and conjugated scaffolds relevant to OLEDs and kinase inhibitors.

Synthesis

  • Route1
    • null|null
      86-74-8
    • In-stock
      4-Bromobenzaldehyde|CS-W001138
      1122-91-4
    • ~86%
    • In-stock
      4-(9H-Carbazol-9-yl)benzaldehyde|CS-0186878
      110677-45-7

    References

    • NITTO DENKO CORPORATION; Froehlich, Jesse Dan; Romero, Rebecca; Mochizuki, Amane; Li, Sheng; Negishi, Nobukazu Patent: US2013/87772 A1, 2013 ; Location in patent: Paragraph 0076; 0077 ;
  • Route2
    • In-stock
      9-(4-Bromophenyl)-9H-carbazole|CS-W011997
      57102-42-8
    • null|null
      68-12-2
    • ~71%
    • In-stock
      4-(9H-Carbazol-9-yl)benzaldehyde|CS-0186878
      110677-45-7

    References

    • ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; KIM, Chi Sik; KIM, Young Gil; CHO, Young Jun; KWON, Hyuck Joo; KIM, Bong Ok; KIM, Sung Min Patent: WO2011/55911 A1, 2011 ; Location in patent: Page/Page column 15 ;
  • Route3
    • null|null
      86-74-8
    • In-stock
      4-Iodobenzaldehyde|CS-W002179
      15164-44-0
    • ~77%
    • In-stock
      4-(9H-Carbazol-9-yl)benzaldehyde|CS-0186878
      110677-45-7

    References

    • Yang, Xinchun; Lu, Ran; Gai, Fangyuan; Xue, Pengchong; Zhan, Yong Chemical Communications, 2010 , vol. 46, # 7 p. 1088 - 1090

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319-H413
Precautionary Statements : P264-P273-P280-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22
  • LogP   4.5962
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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