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CS-W001157 4
Total: USD 88.00

4-Bromoquinolin-2-one

  • CAS No. 938-39-6

  • Cat. No. CS-0041979
  • Purity≥98%
  • MDL No.MFCD08234664

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

4-Bromoquinolin-2-one|CS-0041979

Structure of 938-39-6

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General Information

  • CAS No. 938-39-6
  • Cat. No. CS-0041979
  • Purity ≥98%
  • MDL No. MFCD08234664
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) 4-BROMOQUINOLIN-2(1H)-ONE
  • SMILES O=C1NC2=C(C=CC=C2)C(Br)=C1

Description

4-Bromoquinolin-2-one features a bromine substituent at the C4 position of a quinolin-2-one scaffold, introducing a reactive handle for cross-coupling transformations. The electron-deficient quinoline core enhances its utility in transition-metal-catalyzed reactions, while the ketone functionality provides a site for nucleophilic addition or derivatization. This compound serves as a versatile intermediate in medicinal chemistry and materials synthesis.

Application

4-Bromoquinolin-2-one serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling direct functionalization at the C4 position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions, combined with excellent functional group tolerance, facilitates efficient access to diverse quinolinone-based scaffolds relevant to pharmaceutical development. The molecule functions as a key intermediate for constructing bioactive heterocycles and supports scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Andreev; Nizhnik Russian Journal of Organic Chemistry, 2002 , vol. 38, # 1 p. 137 - 138
  • Route2
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      22614-98-8
    • ~%
    • In-stock
      4-Bromoquinolin-2-one|CS-0041979
      938-39-6

    References

    • Yakugaku Zasshi, , vol. 68, p. 88 Chem.Abstr., , p. 8073
  • Route3
    • null|null
      22614-98-8
    • null|null
      67-66-3
    • null|null
      10025-87-3
    • ~%
    • In-stock
      4-Bromoquinolin-2-one|CS-0041979
      938-39-6
    • In-stock
      2,4-Dibromoquinoline|CS-0103202
      20151-40-0

    References

    • Yakugaku Zasshi, , vol. 76, p. 1337,1340 Chem.Abstr., , p. 6639

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.2906
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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