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CS-W001157 4
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8-Chloro-2-methylquinoline

  • CAS No. 3033-82-7

  • Cat. No. CS-0106374
  • Purity≥98%
  • MDL No.MFCD00051764

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

8-Chloro-2-methylquinoline|CS-0106374

Structure of 3033-82-7

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General Information

  • CAS No. 3033-82-7
  • Cat. No. CS-0106374
  • Purity ≥98%
  • MDL No. MFCD00051764
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈ClN
  • Molecular Weight 177.63
  • Synonym(s) 8-CHLOROQUINALDINE
  • SMILES CC1=NC2=C(Cl)C=CC=C2C=C1

Description

8-Chloro-2-methylquinoline is a heterocyclic compound featuring a quinoline core substituted with chlorine at the 8-position and a methyl group at the 2-position. This electron-deficient scaffold integrates readily into transition metal-catalyzed coupling reactions, serving as a robust ligand precursor in catalytic systems. The steric and electronic profile enhances stability under standard reaction conditions.

Application

8-Chloro-2-methylquinoline serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds through standard functional group transformations. Its chlorine and methyl substituents provide orthogonal reactivity for palladium-catalyzed cross-coupling and electrophilic substitution, enhancing synthetic flexibility. Bench-stable and readily purified, it functions effectively in multi-step synthesis of bioactive molecules, particularly in kinase inhibitor and antimalarial research.

Synthesis

  • Route1
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      123-73-9
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      95-51-2
    • ~86%
    • In-stock
      8-Chloro-2-methylquinoline|CS-0106374
      3033-82-7

    References

    • Sivaprasad, Ganesabaskaran; Rajesh, Rengasamy; Perumal, Paramasivan T. Tetrahedron Letters, 2006 , vol. 47, # 11 p. 1783 - 1785
  • Route2
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      64-17-5
    • null|null
      95-51-2
    • ~64%
    • In-stock
      8-Chloro-2-methylquinoline|CS-0106374
      3033-82-7

    References

    • Khusnutdinov; Bayguzina; Aminov Russian Chemical Bulletin, 2013 , vol. 62, # 1 p. 133 - 137 Izv. Akad. Nauk, Ser. Khim., 2013 , # 1 p. 134 - 138
  • Route3
    • null|null
      95-51-2
    • null|null
      123-73-9
    • ~%
    • In-stock
      8-Chloro-2-methylquinoline|CS-0106374
      3033-82-7

    References

    • DE567273 , ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.19662
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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