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CS-W001157 4
Total: USD 88.00

Quinoline-8-carbonitrile

  • CAS No. 35509-27-4

  • Cat. No. CS-0047017
  • Purity≥98%
  • MDL No.MFCD09999544

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

Quinoline-8-carbonitrile|CS-0047017

Structure of 35509-27-4

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General Information

  • CAS No. 35509-27-4
  • Cat. No. CS-0047017
  • Purity ≥98%
  • MDL No. MFCD09999544
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆N₂
  • Molecular Weight 154.17
  • Synonym(s) 8-Quinolinecarbonitrile
  • SMILES N#CC1=CC=CC2=CC=CN=C21

Description

Quinoline-8-carbonitrile features a rigid heteroaromatic core with a nitrile group at the 8-position, enabling strong dipole interactions and enhanced solubility in polar solvents. This configuration supports efficient coupling in transition-metal-catalyzed reactions and facilitates incorporation into functionalized materials for optoelectronic applications.

Application

Quinoline-8-carbonitrile serves as a versatile building block in medicinal chemistry and catalysis, enabling direct functionalization at the 8-position via palladium-catalyzed cross-coupling reactions. Its nitrile group provides high stability under standard reaction conditions and facilitates downstream transformations such as amidation or hydrolysis to carboxylic acids. The molecule exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for modular synthesis of heterocyclic scaffolds and targeted API intermediates.

Synthesis

  • Route1
    • null|null
      143-33-9
    • In-stock
      Quinolin-8-yl trifluoromethanesulfonate|CS-0335450
      108530-08-1
    • ~87%
    • In-stock
      Quinoline-8-carbonitrile|CS-0047017
      35509-27-4

    References

    • Journal of Organic Chemistry, , vol. 63, # 23 p. 8224 - 8228
  • Route2
    • null|null
      151-50-8
    • In-stock
      Quinolin-8-yl trifluoromethanesulfonate|CS-0335450
      108530-08-1
    • ~95%
    • In-stock
      Quinoline-8-carbonitrile|CS-0047017
      35509-27-4

    References

    • Bulletin of the Chemical Society of Japan, , vol. 64, # 4 p. 1118 - 1121
  • Route3
    • null|null
      557-21-1
    • In-stock
      Quinolin-8-yl trifluoromethanesulfonate|CS-0335450
      108530-08-1
    • ~70%
    • In-stock
      Quinoline-8-carbonitrile|CS-0047017
      35509-27-4

    References

    • Journal of Medicinal Chemistry, , vol. 52, # 3 p. 868 - 877

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   2.10648
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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