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CS-W001157 4
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2-Bromoquinoline

  • CAS No. 2005-43-8

  • Cat. No. CS-W007480
  • Purity≥97%
  • MDL No.MFCD00234480

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

2-Bromoquinoline|CS-W007480

Structure of 2005-43-8

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General Information

  • CAS No. 2005-43-8
  • Cat. No. CS-W007480
  • Purity ≥97%
  • MDL No. MFCD00234480
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrN
  • Molecular Weight 208.06
  • Synonym(s) Quinoline, 2-bromo-; 2-Bromoquinoline
  • SMILES C1=CC=CC2=CC=C(N=C12)Br

Description

2-Bromoquinoline is a heterocyclic compound featuring a bromine atom at the 2-position of the quinoline core. This substitution imparts enhanced reactivity in cross-coupling processes, enabling efficient C–C bond formation under palladium catalysis. The molecule exhibits favorable solubility in common organic solvents and maintains stability under standard bench conditions. Its electron-deficient aromatic system facilitates selective functionalization in synthetic transformations.

Application

2-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 compound synthesis and metal complex ligand development.

Synthesis

  • Route1
    • null|null
      1613-37-2
    • ~35%
    • In-stock
      2-Bromoquinoline|CS-W007480
      2005-43-8

    References

    • Organic Letters, , vol. 15, # 4 p. 792 - 795
  • Route2

    References

    • Tetrahedron Letters, , vol. 46, # 39 p. 6697 - 6699
  • Route3

    References

    • European Journal of Organic Chemistry, , # 24 p. 4181 - 4184

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-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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