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CS-W001157 4
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6-Bromo-2-chloroquinoline-3-carbaldehyde

  • CAS No. 73568-35-1

  • Cat. No. CS-0138292
  • Molecule weight270.51
  • Purity≥97%
  • MDL No.MFCD08706312

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

6-Bromo-2-chloroquinoline-3-carbaldehyde|CS-0138292

Structure of 73568-35-1

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General Information

  • CAS No. 73568-35-1
  • Cat. No. CS-0138292
  • Purity ≥97%
  • MDL No. MFCD08706312
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₅BrClNO
  • Molecular Weight 270.51
  • Synonym(s) 2-chloro-6-bromo-quinoline-3-carboxaldehyde
  • SMILES O=CC1=CC2=CC(Br)=CC=C2N=C1Cl

Description

6-Bromo-2-chloroquinoline-3-carbaldehyde features a sterically accessible aldehyde handle flanked by electron-deficient halogens, enabling direct coupling in transition-metal-catalyzed transformations. The quinoline scaffold provides rigidity and enhanced solubility in organic media, facilitating use in medicinal chemistry and materials synthesis under standard conditions.

Application

6-Bromo-2-chloroquinoline-3-carbaldehyde serves as a versatile building block in the synthesis of functionalized quinoline scaffolds. Its bromo and chloro substituents enable palladium-catalyzed cross-coupling reactions, while the aldehyde group facilitates condensation, reductive amination, or nucleophilic addition pathways. The molecule exhibits good bench stability and is readily purified by column chromatography, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      N-(4-bromophenyl)acetamide|CS-0076525
      103-88-8
    • null|null
      68-12-2
    • ~88%
    • In-stock
      6-Bromo-2-chloroquinoline-3-carbaldehyde|CS-0138292
      73568-35-1

    References

    • Ali; Tasneem; Rajanna; Sai Prakash Synlett, 2001 , # 2 p. 251 - 253
  • Route2
    • In-stock
      N-(4-bromophenyl)acetamide|CS-0076525
      103-88-8
    • null|null
      68-12-2
    • ~30%
    • N'-(4-Bromophenyl)-N,N-dimethylformimidamide|CS-1648174
      13181-50-5
    • In-stock
      6-Bromo-2-chloroquinoline-3-carbaldehyde|CS-0138292
      73568-35-1

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 1520 - 1530
  • Route3
    • null|null
      59862-55-4
    • null|null
      68-12-2
    • ~10%
    • In-stock
      6-Bromo-2-chloroquinoline-3-carbaldehyde|CS-0138292
      73568-35-1

    References

    • Pawar; Bajare; Mundade Journal of the Indian Chemical Society, 1990 , vol. 67, # 8 p. 685 - 686

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   3.4632
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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