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CS-W001157 4
Total: USD 88.00

2-Chloro-6-nitroquinoline

  • CAS No. 29969-57-1

  • Cat. No. CS-0040830
  • Purity≥97%
  • MDL No.MFCD09040696

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

2-Chloro-6-nitroquinoline|CS-0040830

Structure of 29969-57-1

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General Information

  • CAS No. 29969-57-1
  • Cat. No. CS-0040830
  • Purity ≥97%
  • MDL No. MFCD09040696
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅ClN₂O₂
  • Molecular Weight 208.60
  • Synonym(s) None
  • SMILES O=[N+](C1=CC=C2N=C(Cl)C=CC2=C1)[O-]

Description

2-Chloro-6-nitroquinoline is a heterocyclic compound featuring a chlorine atom at the 2-position and a nitro group at the 6-position of the quinoline scaffold. This electron-deficient architecture enhances its reactivity in cross-coupling processes and facilitates incorporation into advanced pharmaceutical intermediates and fluorescent probes.

Application

2-Chloro-6-nitroquinoline serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its electron-deficient quinoline core exhibits enhanced reactivity toward nucleophilic substitution, particularly at the C2 position, facilitating the construction of complex heterocyclic scaffolds. The presence of both chloro and nitro groups provides orthogonal handles for sequential transformations, while its bench stability simplifies handling and purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • Lee, Byoung Se; Lee, Byung Chul; Jun, Jong-Gab; Chi, Dae Yoon Heterocycles, 1998 , vol. 48, # 12 p. 2637 - 2641
  • Route2
    • null|null
      107734-23-6
    • null|null
      503-38-8
    • ~86%
    • In-stock
      2-Chloro-6-nitroquinoline|CS-0040830
      29969-57-1

    References

    • Lee, Byoung Se; Lee, Jae Hak; Chi, Dae Yoon Journal of Organic Chemistry, 2002 , vol. 67, # 22 p. 7884 - 7886
  • Route3
    • null|null
      19591-18-5
    • ~%
    • In-stock
      2-Chloro-6-nitroquinoline|CS-0040830
      29969-57-1

    References

    • Journal of Organic Chemistry, , vol. 67, # 22 p. 7884 - 7886

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   56.03
  • LogP   2.7964
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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