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CS-W001157 4
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2-Chloroquinolin-4-ol

  • CAS No. 771555-21-6

  • Cat. No. CS-0156030
  • Molecule weight179.60
  • Purity≥98%
  • MDL No.MFCD08705676

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

2-Chloroquinolin-4-ol|CS-0156030

Structure of 771555-21-6

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General Information

  • CAS No. 771555-21-6
  • Cat. No. CS-0156030
  • Purity ≥98%
  • MDL No. MFCD08705676
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO
  • Molecular Weight 179.60
  • Synonym(s) 2-CHLORO-4-HYDROXYQUINOLINE
  • SMILES C1=CC=C2C(=C1)C(=CC(=N2)Cl)O

Description

2-Chloroquinolin-4-ol features a chlorinated quinoline scaffold with a phenolic hydroxyl group, delivering enhanced reactivity in cross-coupling and cyclization processes. The electron-deficient heterocycle facilitates regioselective functionalization, while the hydroxyl moiety enables direct derivatization or coordination in catalytic systems. This bench-stable compound serves as a key intermediate in medicinal chemistry and materials synthesis.

Application

2-Chloroquinolin-4-ol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C-3 position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate efficient access to quinoline-based scaffolds. The molecule functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive heterocycles, offering reliable reactivity for both small-molecule discovery and process-scale applications.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   2.5938
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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