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CS-W001157 4
Total: USD 88.00

5-Methoxyquinoline

  • CAS No. 6931-19-7

  • Cat. No. CS-W019319
  • Purity≥98%
  • MDL No.MFCD02752664

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

5-Methoxyquinoline|CS-W019319

Structure of 6931-19-7

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General Information

  • CAS No. 6931-19-7
  • Cat. No. CS-W019319
  • Purity ≥98%
  • MDL No. MFCD02752664
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight 159.19
  • Synonym(s) 5-Methoxy-chinolin
  • SMILES COC1=C2C(=CC=C1)N=CC=C2

Description

5-Methoxyquinoline is a heterocyclic compound featuring a quinoline core with a methoxy group at the 5-position, offering enhanced electron-donating character and improved solubility in organic media. This structural motif enables its use in transition metal-catalyzed cross-coupling reactions and as a building block in pharmaceutical and agrochemical synthesis.

Application

5-Methoxyquinoline serves as a versatile heterocyclic building block in medicinal chemistry and materials science, enabling direct functionalization at the quinoline core. Its methoxy group enhances solubility and modulates electronic properties, while the aromatic framework supports robust coupling reactions. The compound exhibits excellent bench stability and facilitates efficient synthesis of bioactive scaffolds and ligands through standard transition-metal-catalyzed transformations.

Synthesis

  • Route1
    • In-stock
      5-Hydroxyquinoline|CS-W008754
      578-67-6
    • null|null
      18107-18-1
    • ~41%
    • In-stock
      5-Methoxyquinoline|CS-W019319
      6931-19-7

    References

    • Son, Myung-Hee; Kim, Ji Young; Lim, Eun Jeong; Baek, Du-Jong; Choi, Kihang; Lee, Jae Kyun; Pae, Ae Nim; Min, Sun-Joon; Cho, Yong Seo Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 5 p. 1472 - 1476
  • Route2
    • In-stock
      8-bromo-5-methoxyquinoline|CS-0061975
      1312610-18-6
    • ~0%
    • In-stock
      5-Methoxyquinoline|CS-W019319
      6931-19-7
    • null|null
      1315322-65-6
    • null|null
      1315322-71-4

    References

    • Zhang, Yongda; Gao, Joe; Li, Wenjie; Lee, Heewon; Lu, Bruce Z.; Senanayake, Chris H. Journal of Organic Chemistry, 2011 , vol. 76, # 15 p. 6394 - 6400
  • Route3
    • null|null
      333383-78-1
    • ~%
    • In-stock
      7-Methoxyquinoline|CS-W022551
      4964-76-5
    • In-stock
      5-Methoxyquinoline|CS-W019319
      6931-19-7

    References

    • Heterocycles, , vol. 54, # 1 p. 105 - 108

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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