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CS-W001157 4
Total: USD 88.00

9-Benzyl-9H-carbazole-3-carbaldehyde

  • CAS No. 54117-37-2

  • Cat. No. CS-W012229
  • Purity≥95%
  • MDL No.None

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

9-Benzyl-9H-carbazole-3-carbaldehyde|CS-W012229

Structure of 54117-37-2

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General Information

  • CAS No. 54117-37-2
  • Cat. No. CS-W012229
  • Purity ≥95%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₅NO
  • Molecular Weight 285.35
  • Synonym(s) 9-BENZYLCARBAZOLE-3-CARBOXALDEHYDE
  • SMILES O=CC1=CC2=C(C=C1)N(CC3=CC=CC=C3)C4=C2C=CC=C4

Description

9-Benzyl-9H-carbazole-3-carbaldehyde features a carbazole core functionalized with a benzyl group at the 9-position and an aldehyde at the 3-position, enabling direct integration into conjugated systems. This structure supports applications in organic electronics and synthetic intermediates due to its planar architecture and reactive aldehyde handle.

Application

9-Benzyl-9H-carbazole-3-carbaldehyde serves as a versatile building block for the synthesis of carbazole-based pharmaceutical intermediates and functional materials. The aldehyde group enables efficient coupling reactions, including Wittig, Grignard, and reductive amination, while the benzyl-protected carbazole core offers enhanced bench stability and compatibility with diverse reaction conditions. Its defined regiochemistry facilitates precise structural elaboration in target-oriented synthesis.

Synthesis

  • Route1
    • In-stock
      9-Benzyl-9H-carbazole|CS-W014077
      19402-87-0
    • null|null
      68-12-2
    • ~37%
    • In-stock
      9-Benzyl-9H-carbazole-3-carbaldehyde|CS-W012229
      54117-37-2

    References

    • Kalypsys, Inc Patent: US8080566 B1, 2011 ; Location in patent: Page/Page column 41 ;
  • Route2
    • In-stock
      9-Benzyl-9H-carbazole|CS-W014077
      19402-87-0
    • null|null
      93-61-8
    • ~85%
    • In-stock
      9-Benzyl-9H-carbazole-3-carbaldehyde|CS-W012229
      54117-37-2

    References

    • Murakami, Yasuoki; Yokoyama, Yuusaku; Miura, Tomoko; Nozawa, Sumiko; Takeda, Emiko; Suzuki, Hideharu Heterocycles, 1988 , vol. 27, # 10 p. 2341 - 2344
  • Route3
    • null|null
      86-74-8
    • ~%
    • In-stock
      9-Benzyl-9H-carbazole-3-carbaldehyde|CS-W012229
      54117-37-2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 40, # 1 p. 230 - 232

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   22
  • LogP   4.6553
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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