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6-Bromoquinolin-8-ol

  • CAS No. 139399-64-7

  • Cat. No. CS-0004310
  • Purity≥97%
  • MDL No.MFCD11878495

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

6-Bromoquinolin-8-ol|CS-0004310

Structure of 139399-64-7

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General Information

  • CAS No. 139399-64-7
  • Cat. No. CS-0004310
  • Purity ≥97%
  • MDL No. MFCD11878495
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.06
  • Synonym(s) 6-bromoquinolin-8-ol HBr
  • SMILES OC1=C(N=CC=C2)C2=CC(Br)=C1

Description

6-Bromoquinolin-8-ol features a bromine substituent at the 6-position and a hydroxyl group at the 8-position of the quinoline scaffold, enabling direct functionalization in cross-coupling reactions. This electron-deficient heteroaromatic system exhibits enhanced reactivity in palladium-catalyzed transformations while maintaining bench-stability under standard conditions.

Application

6-Bromoquinolin-8-ol serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization via palladium-catalyzed cross-coupling reactions. Its bromine at the 6-position and phenolic hydroxyl at the 8-position provide orthogonal reactivity for sequential transformations, while the rigid quinoline scaffold enhances metabolic stability. Bench-stable and amenable to standard purification methods, it facilitates efficient synthesis of kinase inhibitors, fluorescent probes, and advanced heterocyclic architectures.

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   2.7029
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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