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CS-W001157 4
Total: USD 88.00

4-Bromoquinoline

  • CAS No. 3964-04-3

  • Cat. No. CS-D1449
  • Purity≥98%
  • MDL No.MFCD07644514

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

4-Bromoquinoline|CS-D1449

Structure of 3964-04-3

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General Information

  • CAS No. 3964-04-3
  • Cat. No. CS-D1449
  • Purity ≥98%
  • MDL No. MFCD07644514
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrN
  • Molecular Weight 208.06
  • Synonym(s) 4-Bromoquinoline 3964-4-3
  • SMILES BrC1=CC=NC2=CC=CC=C12

Description

4-Bromoquinoline is a heterocyclic aromatic compound featuring a bromine substituent at the quinoline 4-position. This electron-deficient scaffold integrates readily into cross-coupling reactions, serving as a key building block in medicinal chemistry and materials science. The pendant bromine enables facile functionalization via palladium-catalyzed transformations, while the planar quinoline core supports π-stacking interactions in supramolecular assemblies.

Application

4-Bromoquinoline serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. Its bromine substituent provides high reactivity under standard conditions while maintaining bench stability and compatibility with diverse functional groups. The quinoline core offers inherent utility in medicinal chemistry and materials science, functioning as a scaffold for heterocyclic compounds and advanced ligands.

Synthesis

  • Route1

    References

    • Tanabe, Kana; Suzui, Yuko; Hasegawa, Miki; Kato, Takashi Journal of the American Chemical Society, 2012 , vol. 134, # 12 p. 5652 - 5661
  • Route2
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    • In-stock
      4-Bromoquinoline|CS-D1449
      3964-04-3

    References

    • Journal of Organic Chemistry, , vol. 72, # 6 p. 2232 - 2235
  • Route3

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 50, p. 239

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.9973
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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