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CS-W001157 4
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8-Nitroquinoline-7-carbaldehyde

  • CAS No. 101327-87-1

  • Cat. No. CS-0131621
  • Purity≥95%
  • MDL No.MFCD08436438

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

8-Nitroquinoline-7-carbaldehyde|CS-0131621

Structure of 101327-87-1

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General Information

  • CAS No. 101327-87-1
  • Cat. No. CS-0131621
  • Purity ≥95%
  • MDL No. MFCD08436438
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆N₂O₃
  • Molecular Weight 202.17
  • Synonym(s) 8-Nitro-7-quinolinecarboxaldehyde
  • SMILES O=CC1=CC=C2C=CC=NC2=C1[N+]([O-])=O

Description

8-Nitroquinoline-7-carbaldehyde delivers a potent electron-deficient scaffold for conjugate addition and transition-metal-catalyzed coupling reactions. The para-nitro group enhances electrophilicity at the aldehyde, enabling efficient C–C bond formation under mild conditions. This bench-stable reagent integrates readily into complex molecular architectures with high functional group tolerance.

Application

8-Nitroquinoline-7-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling the construction of quinoline-based scaffolds through standard coupling and functional group transformation protocols. Its electron-deficient quinoline core enhances reactivity in nucleophilic additions, while the aldehyde functionality facilitates imine formation and conjugate addition reactions. Bench-stable and readily purified by column chromatography, it supports efficient synthesis of heterocyclic libraries and API intermediates.

Synthesis

  • Route1
    • null|null
      176853-39-7
    • ~89%
    • In-stock
      8-Nitroquinoline-7-carbaldehyde|CS-0131621
      101327-87-1

    References

    • Riesgo, Elvira C.; Jin, Xiaoqing; Thummel, Randolph P. Journal of Organic Chemistry, 1996 , vol. 61, # 9 p. 3017 - 3022
  • Route2
    • null|null
      122947-89-1
    • ~52%
    • In-stock
      8-Nitroquinoline-7-carbaldehyde|CS-0131621
      101327-87-1

    References

    • Makosza, M.; Owczarczyk, Z. Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5094 - 5100
  • Route3
    • null|null
      101327-83-7
    • ~87%
    • In-stock
      8-Nitroquinoline-7-carbaldehyde|CS-0131621
      101327-87-1

    References

    • Danikiewicz, W.; Makosza, M. Tetrahedron Letters, 1985 , vol. 26, # 30 p. 3599 - 3600

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H341
Precautionary Statements : P264-P280-P302+P352-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   73.1
  • LogP   1.9555
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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