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CS-W001157 4
Total: USD 88.00

2,5-Dichloroquinoline

  • CAS No. 59412-12-3

  • Cat. No. CS-W006927
  • Purity≥95%
  • MDL No.MFCD00832074

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

2,5-Dichloroquinoline|CS-W006927

Structure of 59412-12-3

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General Information

  • CAS No. 59412-12-3
  • Cat. No. CS-W006927
  • Purity ≥95%
  • MDL No. MFCD00832074
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅Cl₂N
  • Molecular Weight 198.05
  • Synonym(s) DICHLOROQUINOLINE(2,5-)
  • SMILES ClC1=C2C=CC(Cl)=NC2=CC=C1

Description

2,5-Dichloroquinoline is a heterocyclic compound featuring two chlorine substituents at the 2- and 5-positions of the quinoline core. This electron-deficient scaffold serves as a key building block in medicinal chemistry and materials science. The dichloro substitution enhances reactivity in cross-coupling transformations while maintaining thermal stability under standard conditions. Its rigid, planar structure supports π-conjugation in optoelectronic applications.

Application

2,5-Dichloroquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the C2 and C5 positions. The electron-deficient quinoline core enhances stability and facilitates functionalization under mild conditions. Its dual chloro substituents offer orthogonal reactivity for sequential transformations, making it ideal for constructing complex heterocyclic scaffolds with predictable regiochemistry.

Synthesis

  • Route1
    • null|null
      90224-97-8
    • ~%
    • In-stock
      2,5-Dichloroquinoline|CS-W006927
      59412-12-3

    References

    • Karramkam, Mylene; Dolle, Frederic; Valette, Heric; Besret, Laurent; Bramoulle, Yann; Hinnen, Francoise; Vaufrey, Francoise; Franklin, Carine; Bourg, Sebastien; Coulon, Christine; Ottaviani, Michele; Delaforge, Marcel; Loc'h, Christian; Bottlaender, Michel; Crouzel, Christian Bioorganic and medicinal chemistry, 2002 , vol. 10, # 8 p. 2611 - 2623
  • Route2
    • 5-Chloroquinolin-2(1h)-one|CS-0660462
      23981-22-8
    • ~91%
    • In-stock
      2,5-Dichloroquinoline|CS-W006927
      59412-12-3

    References

    • Li, Jian-Sen; Chen, Fa-Xian; Shikiya, Ronald; Marky, Luis A.; Gold, Barry Journal of the American Chemical Society, 2005 , vol. 127, # 36 p. 12657 - 12665
  • Route3

    References

    • Karramkam, Mylene; Dolle, Frederic; Valette, Heric; Besret, Laurent; Bramoulle, Yann; Hinnen, Francoise; Vaufrey, Francoise; Franklin, Carine; Bourg, Sebastien; Coulon, Christine; Ottaviani, Michele; Delaforge, Marcel; Loc'h, Christian; Bottlaender, Michel; Crouzel, Christian Bioorganic and medicinal chemistry, 2002 , vol. 10, # 8 p. 2611 - 2623

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

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.5416
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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