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CS-W001157 4
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6-Chloroquinoxaline

  • CAS No. 5448-43-1

  • Cat. No. CS-0106587
  • Purity≥98%
  • MDL No.MFCD00047594

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

6-Chloroquinoxaline|CS-0106587

Structure of 5448-43-1

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General Information

  • CAS No. 5448-43-1
  • Cat. No. CS-0106587
  • Purity ≥98%
  • MDL No. MFCD00047594
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂
  • Molecular Weight 164.59
  • Synonym(s) NSC 17797
  • SMILES ClC1=CC=C2N=CC=NC2=C1

Description

6-Chloroquinoxaline is a bench-stable, electron-deficient heterocycle featuring a chlorine atom at the 6-position. This substitution enhances reactivity in cross-coupling processes, enabling efficient integration into complex molecular architectures. The rigid quinoxaline core provides structural stability and π-conjugation, making it valuable for synthesizing functional dyes, pharmaceutical intermediates, and advanced materials.

Application

6-Chloroquinoxaline serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its electrophilic chlorine atom facilitates selective functionalization under mild conditions, while the rigid, planar quinoxaline core enhances π-stacking interactions in target molecules. The compound exhibits excellent bench stability and compatibility with common protecting groups, facilitating straightforward purification and integration into complex synthetic sequences.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.2832
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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