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CS-W001157 4
Total: USD 88.00

8-Methoxyquinoline

  • CAS No. 938-33-0

  • Cat. No. CS-0043908
  • Purity≥98%
  • MDL No.MFCD00957068

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

8-Methoxyquinoline|CS-0043908

Structure of 938-33-0

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General Information

  • CAS No. 938-33-0
  • Cat. No. CS-0043908
  • Purity ≥98%
  • MDL No. MFCD00957068
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight 159.18
  • Synonym(s) None
  • SMILES COC1=CC=CC2=C1N=CC=C2

Description

8-Methoxyquinoline is a bench-stable heterocyclic compound featuring a methoxy group at the 8-position of the quinoline core. This substitution enhances solubility and modulates electronic properties, enabling its use as a ligand in transition metal catalysis and as a building block in synthetic medicinal chemistry.

Application

8-Methoxyquinoline serves as a versatile heterocyclic building block in medicinal chemistry and catalysis, offering a stable scaffold with orthogonal reactivity. The methoxy group enhances solubility and modulates electronic properties, enabling efficient functionalization at C2 and C3 positions via electrophilic substitution or metal-catalyzed coupling. Its bench-stable nature and compatibility with standard purification methods make it ideal for synthetic workflows requiring precise control over aromatic nitrogen functionality.

Synthesis

  • Route1
    • In-stock
      8-Hydroxyquinoline|CS-4502
      148-24-3
    • null|null
      74-88-4
    • ~99%
    • In-stock
      8-Methoxyquinoline|CS-0043908
      938-33-0

    References

    • Malecki, Grzegorz; Nycz, Jacek E.; Ryrych, Ewa; Ponikiewski, Lukasz; Nowak, Maria; Kusz, Joachim; Pikies, Jerzy Journal of Molecular Structure, 2010 , vol. 969, # 1-3 p. 130 - 138
  • Route2
    • 3-Iodo-8-methoxyquinoline|CS-0720167
      1416801-74-5
    • ~%
    • In-stock
      8-Methoxyquinoline|CS-0043908
      938-33-0

    References

    • Tetrahedron Letters, , vol. 54, # 11 p. 1471 - 1474
  • Route3
    • null|null
      67-56-1
    • In-stock
      8-Chloroquinoline|CS-W004943
      611-33-6
    • ~86%
    • In-stock
      8-Methoxyquinoline|CS-0043908
      938-33-0

    References

    • Cheung, Chi Wai; Buchwald, Stephen L. Organic Letters, 2013 , vol. 15, # 15 p. 3998 - 4001

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   22.12
  • LogP   2.2434
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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