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CS-W001157 4
Total: USD 88.00

6-Methoxy-2-methylquinoline

  • CAS No. 1078-28-0

  • Cat. No. CS-W005964
  • Purity≥97%
  • MDL No.MFCD00006761

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

6-Methoxy-2-methylquinoline|CS-W005964

Structure of 1078-28-0

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General Information

  • CAS No. 1078-28-0
  • Cat. No. CS-W005964
  • Purity ≥97%
  • MDL No. MFCD00006761
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO
  • Molecular Weight None
  • Synonym(s) 6-Methoxyquinaldine
  • SMILES COC1=CC2=C(C=C1)N=C(C)C=C2

Description

6-Methoxy-2-methylquinoline is a heterocyclic compound featuring a quinoline core with strategic methoxy and methyl substitutions. This electron-rich scaffold enhances solubility and stability in organic media, facilitating its use in transition metal-catalyzed coupling reactions and as a ligand in coordination chemistry. The para-oriented methoxy group promotes resonance donation, while the ortho-methyl substituent provides steric modulation, enabling selective functionalization in complex molecular architectures.

Application

6-Methoxy-2-methylquinoline serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its combined methoxy and methyl substituents enhance solubility and modulate electronic properties, enabling efficient Pd-catalyzed cross-coupling reactions. The scaffold exhibits bench stability, facilitates purification via standard chromatographic methods, and functions effectively in the synthesis of kinase inhibitors and fluorescent probes.

Synthesis

  • Route1
    • null|null
      104-94-9
    • null|null
      75-07-0
    • ~81%
    • In-stock
      6-Methoxy-2-methylquinoline|CS-W005964
      1078-28-0

    References

    • Jia, Xiaodong; Peng, Fangfang; Qing, Chang; Huo, Congde; Wang, Yaxin; Wang, Xicun Tetrahedron Letters, 2013 , vol. 54, # 36 p. 4950 - 4952
  • Route2
    • null|null
      104-94-9
    • null|null
      123-73-9
    • ~95%
    • In-stock
      6-Methoxy-2-methylquinoline|CS-W005964
      1078-28-0

    References

    • Chaskar, Atul; Padalkar, Vikas; Phatangare, Kiran; Langi, Bhushan; Shah, Chetan Synthetic Communications, 2010 , vol. 40, # 15 p. 2336 - 2340
  • Route3
    • null|null
      64-17-5
    • null|null
      104-94-9
    • ~92%
    • In-stock
      6-Methoxy-2-methylquinoline|CS-W005964
      1078-28-0

    References

    • Khusnutdinov; Bayguzina; Aminov Russian Chemical Bulletin, 2013 , vol. 62, # 1 p. 133 - 137 Izv. Akad. Nauk, Ser. Khim., 2013 , # 1 p. 134 - 138

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   2.55182
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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