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CS-W001157 4
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8-Bromoquinoline-2-carbaldehyde

  • CAS No. 904886-25-5

  • Cat. No. CS-0171479
  • Purity≥95%
  • MDL No.None

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

8-Bromoquinoline-2-carbaldehyde|CS-0171479

Structure of 904886-25-5

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General Information

  • CAS No. 904886-25-5
  • Cat. No. CS-0171479
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO
  • Molecular Weight 236.06
  • Synonym(s) None
  • SMILES C1=CC2=C(C(=C1)Br)N=C(C=C2)C=O

Description

8-Bromoquinoline-2-carbaldehyde features a brominated quinoline core with an aldehyde handle at the 2-position, enabling direct integration into transition-metal-catalyzed couplings and condensation reactions. This electron-deficient scaffold supports efficient functionalization in synthetic medicinal chemistry and materials development.

Application

8-Bromoquinoline-2-carbaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic research, enabling efficient construction of quinoline-based scaffolds. Its bromo group facilitates palladium-catalyzed cross-coupling reactions, while the aldehyde functionality supports reductive amination, condensation, and nucleophilic addition processes. The compound exhibits good bench stability and compatibility with common protecting groups, making it well-suited for multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1

    References

    • Suess, Daniel L. M.; Peters, Jonas C. Chemical Communications, 2010 , vol. 46, # 35 p. 6554 - 6556
  • Route2
    • null|null
      1165569-11-8
    • ~83%
    • In-stock
      8-Bromoquinoline-2-carbaldehyde|CS-0171479
      904886-25-5

    References

    • Ballesteros-Garrido, Rafael; Leroux, Frederic R.; Ballesteros, Rafael; Abarca, Belen; Colobert, Francoise Tetrahedron, 2009 , vol. 65, # 22 p. 4410 - 4417

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.8098
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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