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CS-W001157 4
Total: USD 88.00

3-Chloroquinoline

  • CAS No. 612-59-9

  • Cat. No. CS-W002560
  • Purity≥95%
  • MDL No.MFCD00234489

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

3-Chloroquinoline|CS-W002560

Structure of 612-59-9

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General Information

  • CAS No. 612-59-9
  • Cat. No. CS-W002560
  • Purity ≥95%
  • MDL No. MFCD00234489
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClN
  • Molecular Weight 163.60
  • Synonym(s) quinoline, 3-chloro-
  • SMILES Clc1cnc2c(c1)cccc2

Description

3-Chloroquinoline is a heterocyclic compound featuring a chlorine atom at the 3-position of the quinoline core. This electron-deficient scaffold serves as a key building block in medicinal chemistry, enabling direct incorporation into bioactive molecules through cross-coupling reactions. The chloro group facilitates further functionalization while maintaining stability under standard reaction conditions.

Application

3-Chloroquinoline serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling direct functionalization at the C3 position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups make it valuable for constructing quinoline-based scaffolds in API development. The chloro substituent facilitates further derivatization through nucleophilic substitution or transition metal-catalyzed transformations, offering efficient access to complex heterocyclic architectures.

Synthesis

  • Route1
    • Indole, ≥99%|CS-1268948
      120-72-9
    • null|null
      67-66-3
    • ~4%
    • In-stock
      3-Chloroquinoline|CS-W002560
      612-59-9

    References

    • Angelis, Francesco De; Inesi, Achille; Feroci, Marta; Nicoletti, Rosario Journal of Organic Chemistry, 1995 , vol. 60, # 2 p. 445 - 447
  • Route2
    • null|null
      115975-19-4
    • ~69%
    • In-stock
      3-Chloroquinoline|CS-W002560
      612-59-9
    • In-stock
      Benzophenone|CS-0015323
      119-61-9
    • null|null
      67-72-1
    • 1,2-Bis(diphenylmethylene)hydrazine|CS-0539986
      983-79-9

    References

    • Hasebe, Masato; Tsuchiya, Takashi Tetrahedron Letters, 1988 , vol. 29, # 48 p. 6287 - 6290
  • Route3
    • null|null
      67-66-3
    • null|null
      95-53-4
    • ~79%
    • null|null
      91-22-5
    • Indole, ≥99%|CS-1268948
      120-72-9
    • In-stock
      2-Chloroquinoline|CS-W007458
      612-62-4
    • In-stock
      3-Chloroquinoline|CS-W002560
      612-59-9

    References

    • Journal of Chemical Research, Miniprint, , # 12 p. 4935 - 4953

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   12.89
  • LogP   2.8882
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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