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CS-W001157 4
Total: USD 88.00

2-Methyl-6-nitroquinoline

  • CAS No. 613-30-9

  • Cat. No. CS-0035739
  • Purity≥96%
  • MDL No.MFCD00051736

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

2-Methyl-6-nitroquinoline|CS-0035739

Structure of 613-30-9

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General Information

  • CAS No. 613-30-9
  • Cat. No. CS-0035739
  • Purity ≥96%
  • MDL No. MFCD00051736
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O₂
  • Molecular Weight 188.18
  • Synonym(s) 6-Nitroquinaldine
  • SMILES CC1=NC2=CC=C(C=C2C=C1)[N+](=O)[O-]

Description

2-Methyl-6-nitroquinoline features a fused bicyclic core with complementary electron-deficient and sterically accessible functional groups. This configuration enables direct incorporation into heterocyclic scaffolds, serving as a key intermediate in the synthesis of bioactive quinoline derivatives and fluorescent probes. The para-nitro substitution enhances reactivity in nucleophilic aromatic substitution processes.

Application

2-Methyl-6-nitroquinoline serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its electron-deficient quinoline core, combined with ortho-directed nitro and methyl substituents, enables regioselective functionalization via palladium-catalyzed cross-coupling, nucleophilic substitution, and reduction protocols. The compound exhibits bench stability and facilitates the synthesis of advanced pharmaceutical intermediates and fluorescent scaffolds.

Synthesis

  • Route1
    • null|null
      100-01-6
    • null|null
      123-73-9
    • ~91%
    • In-stock
      2-Methyl-6-nitroquinoline|CS-0035739
      613-30-9

    References

    • Yan, Zhengquan; Guang, Shanyi; Xu, Hongyao; Liu, Xiang-Yang Dyes and Pigments, 2013 , vol. 99, # 3 p. 720 - 726
  • Route2
    • null|null
      123-73-9
    • null|null
      100-01-6
    • ~82%
    • In-stock
      2-Methyl-6-nitroquinoline|CS-0035739
      613-30-9

    References

    • Sivaprasad, Ganesabaskaran; Rajesh, Rengasamy; Perumal, Paramasivan T. Tetrahedron Letters, 2006 , vol. 47, # 11 p. 1783 - 1785
  • Route3
    • null|null
      91-63-4
    • ~%
    • 2-Methyl-5-nitroquinoline|CS-0333513
      23877-94-3
    • In-stock
      2-Methyl-6-nitroquinoline|CS-0035739
      613-30-9

    References

    • Organic Letters, , vol. 15, # 7 p. 1768 - 1771

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   56.03
  • LogP   2.45142
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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