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CS-W001157 4
Total: USD 88.00

2,6-Dichloroquinoxaline

  • CAS No. 18671-97-1

  • Cat. No. CS-W008551
  • Purity≥98%
  • MDL No.MFCD00839695

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

2,6-Dichloroquinoxaline|CS-W008551

Structure of 18671-97-1

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General Information

  • CAS No. 18671-97-1
  • Cat. No. CS-W008551
  • Purity ≥98%
  • MDL No. MFCD00839695
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Cl₂N₂
  • Molecular Weight 199.04
  • Synonym(s) Quinoxaline, 2,6-dichloro-
  • SMILES ClC1=CC=C2N=C(Cl)C=NC2=C1

Description

2,6-Dichloroquinoxaline is a highly reactive heterocyclic scaffold featuring two chlorine substituents at electron-rich positions. This configuration enables efficient nucleophilic substitution under mild conditions, facilitating rapid conjugation with amines and thiols. The molecule's planar, electron-deficient core enhances its utility in constructing bioconjugates and functionalized materials.

Application

2,6-Dichloroquinoxaline serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted quinoxaline scaffolds through palladium-catalyzed cross-coupling reactions. Its dual electrophilic chloride sites offer orthogonal reactivity, facilitating sequential functionalization with aryl, heteroaryl, or alkyl nucleophiles. The compound exhibits excellent bench stability and compatibility with diverse reaction conditions, making it ideal for the modular synthesis of biologically relevant heterocycles and advanced intermediates in medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      89-63-4
    • ~%
    • In-stock
      2,6-Dichloroquinoxaline|CS-W008551
      18671-97-1

    References

    • US4636562 A1, ;
  • Route2
    • 6-Chloro-2(1H)-quinoxalinone|CS-0042724
      2427-71-6
    • ~83%
    • In-stock
      2,6-Dichloroquinoxaline|CS-W008551
      18671-97-1

    References

    • Wang, Han; Wen, Kun; Wang, Le; Xiang, Ye; Xu, Xiaocheng; Shen, Yongjia; Sun, Zhihua Molecules, 2012 , vol. 17, # 4 p. 4533 - 4544
  • Route3
    • 6-Chloro-2(1H)-quinoxalinone|CS-0042724
      2427-71-6
    • null|null
      68-12-2
    • ~%
    • In-stock
      2,6-Dichloroquinoxaline|CS-W008551
      18671-97-1

    References

    • US4636562 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.9366
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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