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CS-W001157 4
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6-Bromo-8-chloroquinoline

  • CAS No. 16567-13-8

  • Cat. No. CS-W003842
  • Purity≥97%
  • MDL No.MFCD12913961

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

6-Bromo-8-chloroquinoline|CS-W003842

Structure of 16567-13-8

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General Information

  • CAS No. 16567-13-8
  • Cat. No. CS-W003842
  • Purity ≥97%
  • MDL No. MFCD12913961
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrClN
  • Molecular Weight 242.50
  • Synonym(s) 6-bromo-8-chloro-quinoline
  • SMILES Brc1cc2cccnc2c(c1)Cl

Description

6-Bromo-8-chloroquinoline is a halogenated quinoline derivative featuring complementary electrophilic sites at the 6- and 8-positions. This electron-deficient scaffold serves as a key building block in medicinal chemistry, enabling direct coupling reactions in transition-metal-catalyzed transformations. The strategic placement of bromine and chlorine atoms facilitates selective functionalization, enhancing its utility in drug discovery and materials science applications.

Application

6-Bromo-8-chloroquinoline serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen positions. The bromine at C6 and chlorine at C8 provide orthogonal reactivity for sequential functionalization, facilitating the construction of complex quinoline-based scaffolds. Its bench-stable nature and compatibility with standard purification methods make it ideal for use in multi-step syntheses targeting pharmaceutical intermediates and agrochemicals.

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   12.89
  • LogP   3.6507
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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