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CS-W001157 4
Total: USD 88.00

5,8-Dibromoquinoline

  • CAS No. 81278-86-6

  • Cat. No. CS-0131685
  • Purity≥98%
  • MDL No.MFCD04966994

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

5,8-Dibromoquinoline|CS-0131685

Structure of 81278-86-6

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General Information

  • CAS No. 81278-86-6
  • Cat. No. CS-0131685
  • Purity ≥98%
  • MDL No. MFCD04966994
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅Br₂N
  • Molecular Weight 286.95
  • Synonym(s) None
  • SMILES BrC1=C2N=CC=CC2=C(Br)C=C1

Description

5,8-Dibromoquinoline is a brominated quinoline derivative featuring two bromine atoms at the 5 and 8 positions, conferring enhanced electrophilicity and stability. This electron-deficient scaffold integrates readily into transition metal-catalyzed cross-coupling reactions, serving as a key building block in synthetic organic chemistry and medicinal research.

Application

5,8-Dibromoquinoline serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established halogen reactivity. The dibrominated quinoline core exhibits excellent bench stability and facilitates orthogonal functionalization in heterocyclic scaffold development. Its defined substitution pattern supports predictable regiochemistry in C–C and C–heteroatom bond formation, making it particularly valuable for medicinal chemistry campaigns requiring precise molecular architecture.

Synthesis

  • Route1
    • null|null
      91-22-5
    • ~60%
    • In-stock
      5,8-Dibromoquinoline|CS-0131685
      81278-86-6

    References

    • Brown; Gouliaev Synthesis, 2002 , # 1 p. 83 - 86
  • Route2

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 24, # 8 p. 892 - 897 Khimiya Geterotsiklicheskikh Soedinenii, , # 8 p. 1084 - 1090
  • Route3
    • null|null
      58467-92-8
    • ~%
    • In-stock
      5,8-Dibromoquinoline|CS-0131685
      81278-86-6

    References

    • Heterocycles, , vol. 24, # 3 p. 755 - 769

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.7598
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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