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CS-W001157 4
Total: USD 88.00

2-Iodoquinoline

  • CAS No. 6560-83-4

  • Cat. No. CS-0037774
  • Purity≥98%
  • MDL No.MFCD00128938

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

2-Iodoquinoline|CS-0037774

Structure of 6560-83-4

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General Information

  • CAS No. 6560-83-4
  • Cat. No. CS-0037774
  • Purity ≥98%
  • MDL No. MFCD00128938
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆IN
  • Molecular Weight 255.06
  • Synonym(s) Nsc 56811
  • SMILES C1=CC2=C(C=C1)N=C(C=C2)I

Description

2-Iodoquinoline is a bench-stable, moisture-tolerant heterocyclic iodide featuring a reactive iodo substituent at the 2-position of the quinoline core. This configuration enables efficient palladium-catalyzed cross-coupling reactions, facilitating rapid access to functionalized quinoline scaffolds in medicinal chemistry and materials science applications.

Application

2-Iodoquinoline serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation under standard Suzuki, Stille, and Negishi conditions. Its iodine substituent provides high reactivity and compatibility with palladium catalysts, while the quinoline scaffold offers excellent stability and orthogonal functional group tolerance. This compound facilitates rapid access to complex heterocyclic architectures relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Schlosser, Manfred; Cottet, Fabrice European Journal of Organic Chemistry, 2002 , # 24 p. 4181 - 4184
  • Route2
    • null|null
      109586-44-9
    • ~91%
    • In-stock
      2-Iodoquinoline|CS-0037774
      6560-83-4

    References

    • Bissember, Alex C.; Banwell, Martin G. Journal of Organic Chemistry, 2009 , vol. 74, # 13 p. 4893 - 4895
  • Route3

    References

    • Maloney, Kevin M.; Nwakpuda, Emily; Kuethe, Jeffrey T.; Yin, Jingjun Journal of Organic Chemistry, 2009 , vol. 74, # 14 p. 5111 - 5114

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-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.8394
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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